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制备邻氨基苯甲酸

SAS2024-11-06 IP:江苏

中文摘要

使用脲，邻苯二甲酸酐，氢氧化钠和次氯酸钠(aq)，通过霍夫曼重排制备邻氨基苯甲酸的操作流程，随后将会把产物酯化以制备邻氨基苯甲酸甲酯，

Abstract

Using urea， phthalic anhydride, sodium hydroxide and sodium hypochlorite (aq), the procedure for the preparation of o-aminobenzoic acid is rearranged by Hoffmann and the product is subsequently esterified to prepare methyl o-aminobenzoate

关键词

有机化学

首先搭建反应装置

a.电热套，500ml的圆底烧瓶和通水冷凝管搭建成一个回流冷凝装置

b.称量反应物。74g邻苯二甲酸酐(0.5mol)与15g脲(0.25mol)混合后加入圆底烧瓶

c.冷凝管通入冷凝水后开始加热至混合物熔融，此时会放出二氧化碳，注意控温防止反应失控

ps:这是250ml的

d.当混合物膨胀后反应完成，冷却后加入100ml热水加热至沸腾过滤，干燥后即纯净的邻苯二甲酰亚胺(记为α)，共62g，产率84%

e.配置NaOH(aq)适量(共含有NaOH 33g)，加入所有的α，等待溶液澄清。

f.准备300mlNaClO(aq)冷却至5℃

g.搭建冰水浴冷却e的溶液随后慢慢滴入NaClO(aq)。此时发生霍夫曼重排。

反应液颜色变深，这是副反应。

同时生成CO₂放出

h.滴加完成后，加入稀硫酸调ph至4左右(注意CO₂放出)，即有棕色沉淀产生，抽滤获得邻氨基苯甲酸，产物应是无水的，作者用50%的EtOH重结晶了一次。产品干燥后30g，产率51%

(ps:作者将会用于合成邻氨基苯甲酸甲酯，故无需非常纯净)

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