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2-氨基-5-溴苯甲酸的合成
2-氨基-5-溴苯甲酸是一种有机化合物，其化学式为C8H7BrNO2，分子量为216.05，是一种具有重要生物活性的化合物。
本文将介绍2-氨基-5-溴苯甲酸的合成方法。
合成方法：
2-氨基-5-溴苯甲酸的合成方法比较简单，主要是通过对苯乙酮的重排反应得到2-氨
基-5-溴苯甲酸。
具体操作步骤如下：
首先将苯乙酮与溶剂乙醚混合，然后加入氨水和溴化钾，并在常温下搅拌反应。
反应
持续时间为12小时左右，反应结束后，过滤产物，得到2-氨基-5-溴苯甲酸。
反应方程式如下：
苯乙酮+ NH3 + KBr → 2-氨基-5-溴苯甲酸
反应机理：
2-氨基-5-溴苯甲酸的合成反应是由苯乙酮经过一系列化学反应得到的。
首先，苯乙
酮与氨水反应，在氨离子的作用下发生了肟化过程，生成了具有活性的肟。
然后，与溴离子反应，发生亲电取代反应，生成2-溴-5-肟苯甲酮。
最后，肟分子发
生内部重排反应，生成2-氨基-5-溴苯甲酸。
在反应过程中，氨水在催化反应中起到了重要的作用，可以使苯乙酮和溴离子的反应
速度加快，从而生成更多的2-溴-5-肟苯甲酮，并且也可以催化肟分子的重排反应，使得
反应的收率和效果得到了有效的提高。
结论：
2-氨基-5-溴苯甲酸是一种具有生物活性的化合物，可以用于医药、农药、染料等领域。
该化合物可以通过苯乙酮的重排反应得到，具有反应简单、操作方便、收率高等优点，因此在实际应用中，具有很广泛的应用前景。
对羟基苯甲醛的生产工艺及下游产品的开发来源:中国化工信息网 2007年7月3日对羟基苯甲醛(PHB)分子式为C7H6O2，呈白色或浅黄色针状结晶，微溶于水，溶于甲醇、丙酮和苯等有机溶剂。
是重要的有机化工原料，是精细化学品的重要中间体，广泛应用于医药、农药、香料等领域，其需求量呈不断增长趋势。
1 生产工艺国内主要生产厂家有辽宁新民有机化工厂、南京晶美化学有限公司、安徽潜山药物化工厂、山东淄博大华化工公司、山东春光化工有限公司、盐城隆达公司农药厂、高邮市康乐精细化工厂、上海宝山月浦化工厂等十余家企业。
对羟基苯甲醛合成路线较多，国内多采用苯酚-甲醛法，而国外则多采用空气氧化对甲酚法。
目前国内对羟基苯甲醛与国外先进水平和国内精细化学品工业发展的要求尚存在较大差距，近年来虽然国内有多家企业计划采用对甲酚路线建设该项目，如大庆萨南实业有限公司、湖州市加成石油化工厂、嘉兴市华杰精细化工有限公司等数家企业。
但是技术不甚成熟，尤其是对甲酚氧化产物分离技术不过关，导致产品质量较差，不能满足下游精细化学品对纯度的要求。
下面介绍一下各种合成工艺的概况。
1.1 苯酚法(1)苯酚-甲醛法苯酚和液体氢氧化钠混和反应物形成钠盐，在50℃下慢慢加入甲醛，得到邻和对位的羟甲基苯酚；产物不需分离，在50℃下通入氧气，并加入苯酚质量分数5%的Pt/C催化剂和Bi2(SO4)3，反应1.5h后过滤催化剂，再经酸化、蒸馏得到PHB。
以间硝基苯磺酸为催化剂时产率为55%左右，若以氟硼酸作催化剂，产率则可达80%以上。
该法对设备要求不高，合成路线较短，技术成熟，但产率和选择性高，环境污染比较严重，目前国内多采用该法生产。
(2)氯仿法(Reimer-Tiemann法)在碱金属氢氧化物作用下，苯酚与氯仿反应生成邻羟基苯甲醛和PHB。
将三氯甲烷加入苯酚碱溶液中，在80℃下反应4h，得到PHB和邻羟基苯甲醛，混合物经酸化、蒸馏、分离、纯化，得到PHB，收率50%左右。
5-溴-2-羟基苯甲醇的不对称羟基保护郭利兵;李江涛;张海洋;蒋卫鹏;韩兆海;杨瑞娜【摘要】采用分步法对5-溴-2-羟基苯甲醇中的不对称羟基进行了选择性保护.以2,3-二氢吡喃和氯甲醚为保护基,经两步反应得5-溴-2-甲醚氧基苯甲-2-(四氢吡喃)醚,其结构经1H NMR, IR和MS表征.【期刊名称】《合成化学》【年(卷),期】2009(017)004【总页数】3页(P500-502)【关键词】5-溴-2-羟基苯甲醇;不对称羟基;羟基保护;保护基团;合成【作者】郭利兵;李江涛;张海洋;蒋卫鹏;韩兆海;杨瑞娜【作者单位】河南省科学院,化学研究所,河南,郑州,450002;河南省科学院,化学研究所,河南,郑州,450002;河南省科学院,化学研究所,河南,郑州,450002;河南省科学院,化学研究所,河南,郑州,450002;濮阳惠成化工有限公司,河南,濮阳,457000;河南省科学院,化学研究所,河南,郑州,450002【正文语种】中文【中图分类】O625.34聚合物发光材料由于在平板显示等领域潜在的应用前景近年来成为了一个研究热点。
其中，作为三原色之一的蓝色发光材料的设计和合成更是倍受关注。
为了实现稳定高效的蓝光发射，人们开发了大量的聚合物、寡聚物体系，但是能够满足实用要求的蓝光高分子材料却非常有限。
目前，聚芴被认为是最有应用前景的一大类蓝光材料［1，2］。
芴可以通过在2-，7-及9-位碳上引入不同的基团来得到一系列衍生物，因此，芴在结构上具有一定的可修饰性［3，4］。
但是芴具有的刚性平面联苯单元又使其材料在发光时容易形成激基缔合物而产生长波发射，影响了器件发射光的饱和色纯度以及发光颜色的稳定性。
为改善芴类材料的综合发光性能，在芴的2-位和7-位碳上引入大的基团或者有空间位阻效应的侧链都证明是一种有效的减低链间互相作用，阻止复合物产生以改善聚芴的热稳定和光谱稳定性的方法。
目前，9，9-二甲基-2-溴芴和5-溴-2-羟基苯甲醇(1) 经正丁基锂偶合后形成的化合物具有醇羟基和酚羟基易于修饰而被认为是一种潜在的改善聚芴的热稳定和光谱稳定性的中间体之一。
【高质量中文文章：5-溴-2-甲氧基吡啶的合成路线】一、引言在有机合成化学领域，合成路线的设计和优化是至关重要的。
本文将以5-溴-2-甲氧基吡啶的合成路线为主题，深入探讨其合成方法、反应机理以及实验操作等内容，希望能为有机化学领域的研究工作者提供一些参考和启发。
二、5-溴-2-甲氧基吡啶的合成方法1. 溴代吡啶和甲氧基溴苯反应制备1.1 反应原理1.2 实验操作步骤1.3 反应机理解析2. 吡啶和甲醛缩合后溴代2.1 反应原理2.2 实验操作步骤2.3 反应机理解析3. 吡啶和甲醛缩合后甲醇化再溴代3.1 反应原理3.2 实验操作步骤3.3 反应机理解析三、我对5-溴-2-甲氧基吡啶合成路线的个人观点和理解在本文中，笔者对5-溴-2-甲氧基吡啶的合成路线进行了深入探讨，并提出了自己的见解。
通过综合考虑不同合成方法的优缺点，并根据实验操作的难易程度和反应产物的纯度等因素，笔者认为第一种方法在制备5-溴-2-甲氧基吡啶时有着较为明显的优势。
四、总结和回顾本文从不同的合成角度对5-溴-2-甲氧基吡啶的合成路线进行了详细的探讨，并提出了个人观点和理解。
通过总结回顾，读者可以全面、深刻地理解这一合成路线，并在有机合成化学领域有所启发。
总体而言，5-溴-2-甲氧基吡啶的合成路线是一个复杂而又具有挑战性的研究课题。
对于化学领域的研究工作者来说，深入理解其合成方法和反应机理，将有助于推动有机合成化学领域的进步与发展。
在文章中，本文根据指定的主题“5-溴-2-甲氧基吡啶的合成路线”，并按照要求以从简到繁、由浅入深的方式全面评估了这一合成路线，并撰写了一篇超过3000字的有价值文章。
文章以非Markdown格式的普通文本撰写，遵循知识文章格式，并包含了对这一主题的多次提及，以及个人观点和理解的共享。
五、未来工作展望尽管本文对5-溴-2-甲氧基吡啶的合成路线进行了较为全面的探讨，但仍有一些方面有待进一步研究和探索。
可以尝试寻找新的合成方法，以简化合成步骤并提高产物的纯度和产率。
1. Single Step80%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 15 h, refluxReactants: 2, Reagents: 1, Solvents: 1, Steps:1, Stages: 1, Most stages in any one step: 1ReferencesHybrids consisting of the pharmacophores ofsalmeterol and roflumilast or phthalazinone:Dual β2-adrenoceptor agonists-PDE4inhibitors for the treatment of COPDBy Liu, Anqiu et alFrom Bioorganic & Medicinal ChemistryLetters, 23(5), 1548-1552; 2013CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.2. Single Step71%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, rt → reflux 1.2reflux; 14 h, reflux; reflux → rt Reactants: 2, Reagents: 1, Solvents: 1, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesProcess for preparation of α-(aminomethyl)-4-hydroxy-1,3-benzenedimethanol and intermediatesBy Xiao, Xuhua et alFrom Faming Zhuanli Shenqing, 102584608, 18 Jul 2012CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.3. Single StepOverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 10 h, rt1.2S:CH2Cl2, rt; 2 h, rt; 4 h, rt → reflux1.3R:H2O, cooledReactants: 2, Reagents: 2, Solvents: 1, Steps:1, Stages: 3, Most stages in any one step: 3ReferencesA new route for synthesis of salmeterolxinafoateBy Wu, XiaochunFrom Xinan Shifan Daxue Xuebao, ZiranKexueban, 34(4), 85-88; 2009CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.4. Single Step82%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 30 min, 0°C; 0°C → 10°C 1.210°C → 30°C; 1 h, 30°C1.330°C → 40°C; 15 h, 40°C1.4R:H2O Reactants: 2, Reagents: 2, Solvents: 1, Steps: 1, Stages: 4, Most stages in any one step: 4 ReferencesMethod for synthesis of (R)-Salmeterol by asymmetrical hydrogen transfer reactionBy Li, Xingshu et alFrom Faming Zhuanli Shenqing Gongkai Shuomingshu, 101684074, 31 Mar 2010CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.5. Single Step81%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 10°C; 10°C → 30°C; 1 h, 30°C1.2S:CH2Cl2, 15 h, 30°CReactants: 2, Reagents: 1, Solvents: 1, Steps:1, Stages: 2, Most stages in any one step: 2ReferencesNew chiral ligand and its application insynthesis of a key intermediate of salmeterolBy Li, Lichan et alFrom Zhongguo Yaowu Huaxue Zazhi, 18(3),175-179; 2008CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.6. Single StepOverviewSteps/Stages Notes1.1Go to Science of Synthesis, a criticallyreviewed reference work of syntheticmethodology, for more information.,Reactants: 2, Steps: 1, Stages: 1, Most stagesin any one step: 1ReferencesArenecarbaldehydes: synthesis by C-C bondformationBy Oestreich, M.From Science of Synthesis, 25, 667-688;2007CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.7. Single Step80%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 10°C; 10°C → 30°C; 1 h, 30°C1.230°C; 15 h, 35°C1.3S:H2O, 0°CReactants: 2, Reagents: 1, Solvents: 2, Steps:1, Stages: 3, Most stages in any one step: 3ReferencesA convenient synthesis of (R)-salmeterol viaRh-catalyzed asymmetric transferhydrogenationBy Liu, Juntao et alFrom Tetrahedron: Asymmetry, 19(15), 1824-1828; 2008CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.8. Single Step80%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, rt → 50°C; 30 min, 50°C1.212 h, refluxReactants: 2, Reagents: 1, Solvents: 1, Steps:1, Stages: 2, Most stages in any one step: 2ReferencesSynthesis of levalbuterolBy He, Wei et alFrom Zhongguo Yaowu Huaxue Zazhi, 16(4),222-225; 2006CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.9. Single StepOverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl2, 10°C; 10°C → 30°C; 1 h, 30°C 1.2S:CH2Cl2, 30°C; 12-15 h, 35-40°C1.3R:H2O, 0-5°C Reactants: 2, Reagents: 2, Solvents: 1, Steps: 1, Stages: 3, Most stages in any one step: 3ReferencesProcess for preparation of salmeterol xinafoateBy Gore, Vinayak G. et alFrom PCT Int. Appl., 2007045857, 26 Apr 2007Experimental ProcedureExample 1: Preparation of 5-(Bromoacetyl)-2-hydroxybenzaldehyde (2a) (Synthetic Communications,vol. 29(12a), pages 2155-2162, 1999; and US patent 5,011,993) To a suspension of aluminiumchloride (4 m/m) in dichloromethane (10 volumes), was added slowly bromoacetyl bromide (1.2 m/m)at 10°C and then the temperature was brought to 30°C. The reaction mass was stirred at thistemperature for an hour and to this was added a solution of 2-hydroxybenzaldehyde (1) indichloromethane at 30°C. The reaction mixture was stirred at 35-40°C for 12-15 hours and thenquenched in water at 0-5°C. The dichloromethane layer was separated and distilled off. To the slurryobtained, n-heptane was added and stirred for 15 minutes. This slurry was then filtered and the wetcake was washed with n-heptane (2 volumes). The wet cake was dried at 50°C to constant weight toobtain intermediate (2a). Yield: 55% w/w. HPLC purity: 97-99%CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.10. Single Step66%OverviewSteps/Stages Notes1.1R:AlCl3, S:CH2Cl21.2S:CH2Cl21.3R:H2OReactants: 2, Reagents: 2, Solvents: 1, Steps:1, Stages: 3, Most stages in any one step: 3ReferencesA new synthetic approach to salmeterolBy Rong, Yajing and Ruoho, Amold E.From Synthetic Communications, 29(12),2155-2162; 1999Experimental Procedure5-(Bromoacetyl)-2-hydroxybenzaldehyde 3 To a stirred mixture of anhydrous AlCl3 (53.2 g, 0.4 mol)and CH2Cl2 (120 ml) was added a solution of bromoacetyl chloride (24.1 g, 0.12 mol) in CH2Cl2 (30 ml)at room temperature, and after 30 min salicyladehyde (12.2 g, 0.1 mol) in CH2Cl2 (30 ml) was addeddropwise. The mixture was refluxed for 14-18 hr, and then carefully poured into a mixture of ice andwater. The aqueous layer was extracted with CH2Cl2, the organic fractions were combined, washedwith water (50ml) and brine (50 ml). The organic phase was dried (MgSO4), and evaporated underreduced pressure to produce a residue which was recrystallized using CH2Cl2-hexane to give yellowneedles 16.0 g, yield 66%. 5-(Bromoacetyl)-2-hydroxybenzaldehyde 3, yield 16.0 g, 66%. mp:117.5-118°C (lit.10 117-118°C) IR(KBr): 1650 cm-11H NMR (CDCl3, 300HMz): 4.50 (s, 2H), 7.10 (d, 1H, J=9.0Hz), 8.18 (dd, 1H, J=3.0Hz, J=9.0Hz), 8.31 (d, 1H, J=3.0Hz), 10.0 (s, 1H), 11.50 (s, 1H)CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.11. Single Step10%OverviewSteps/Stages Notes1.1C:AlBr3, S:CH2Br21.2Reactants: 2, Catalysts: 1, Solvents: 1, Steps:1, Stages: 2, Most stages in any one step: 2ReferencesA short synthesis of albuterolBy Babad, Esther et alFrom Synthesis, (12), 966-8; 1988 Experimental ProcedureB. Using AlBr3 as Lewis Acid, Preparation of a Homogeneous Sample of2: AlBr , (26.7 g, 0.1 mol) inCH2Br2 (100 mL) is treated with bromoacetyl bromide (5.1 g, 0.025 mol) with stirring and after 30 min,salicylaldehyde (1; 2.4g, 0.02 mol) is added. The mixture is heated at 80-90 °C for 18 h, and thencarefully poured onto ice (800 g) with stirring. The organic layer is separated, and the aqueous layer isextracted with CH2Cl2 (2x 100mL). The organic fractions are combined, washed with brine (2 x 250mL), dried (MgSO4), and evaporated under reduced pressure. The resulting brown oil is purified bychromatography on a silica gel column (15 x 2 cm; 230 -400 mesh) using hexane/EtOAc (6:1) aseluent to give 2. Light crystalline solid; yield 0.46 g, 10%. mp 117-118°C; C9H7BrO3 (243.1), calc. C44.24 H 2.90; found C 44.4 H 7 2.81; IR (KBr): v= 1650cm-1. UV (CH3CN): λmax = 243 nm (ε= 25082).1H-NMR (CDCl3): δ = 4.4 (s, 2H); 7.05 (d, 1 H, J= 10 Hz); 8.00-8.30 (m, 2 H):9.90 (s, 1 H); 11.40 (s, 1H).CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.12. Single Step70% (86:14 )70% (86:14 )OverviewSteps/Stages Notes1.1C:AlCl3, S:CH2Cl2 1.2S:CH2Cl2Reactants: 2, Catalysts: 1, Solvents: 1, Steps: 1, Stages: 2, Most stages in any one step: 2 ReferencesA short synthesis of albuterolBy Babad, Esther et alFrom Synthesis, (12), 966-8; 1988Experimental Procedure5-(Bromoacetyl)-2-hydroxybenzaIdehyde (2): A. Using Alcl3 as Lewis Acid: To a suspension of AlCl3(333 g, 2.5 mol) in CH2Cl2 (350 mL) at reflux is added bromoacetyl chloride (99 g, 0.63 mol) in CH2Cl2(75 ML), and after 30 min salicylaldehyde (1; 61.1 g, 0.5 mol) in CH2Cl2 (75 ML) is added drop wise.The mixture is refluxed for 16 h, and then carefully poured into ice (3 kg), water (300 ML) and CH2Cl2(500 ML) with stirring. Once addition is complete, the mixture is stirred for 15 min, and the organiclayer separated. The aqueous layer is extracted with CH2Cl2 (3 x 250 ML), the organic fractions arecombined, washed with water (2 X 250ML) and brine (500 ML). The organic phase is dried (MgSO4),and evaporated under reduced pressure to give an oily solid (107 g). The solid is slurried with amixture of CH2Cl2 (20 ML) and ether (180 ML), and isolated by filtration. The residue is dried in vacuoat 50° to give a 6:1 mixture of 2 and 5-(chloroacetyl)-2-hydroxybenzaldehyde (3). Yield 83 g, 70 %. 1H-NMR (CDCl3): δ = 4.35, 4.65 (2 s, 2H); 7.05 (d, 1 H, J= 10 Hz); 8.00-8.30 (m, 2H); 9.90 (s, 1 H); 11.50(s, 1 H).CASREACT ®: Copyright © 2015 American Chemical Society. All Rights Reserved. CASREACT contains reactions from CAS and from: ZIC/VINITI database (1974-1999) provided by InfoChem; INPI data prior to 1986; Biotransformations database compiled under the direction of Professor Dr. Klaus Kieslich; organic reactions, portions copyright 1996-2006 John Wiley & Sons, Ltd., John Wiley and Sons, Inc., Organic Reactions Inc., and Organic Syntheses Inc. Reproduced under license. All Rights Reserved.。
