文献类型：专利

英文题名：Preparation of (N-(4-triethylammoniomethyl)-benzoyl)caprolactam chloride includes taking 4-methyl benzoate, brominating, hydrolyzing, chlorinating to obtain intermediate, reacting with caprolactam, and reacting with triethylamine

作者：JIAO J;CHEN W;REN Y

机构：[1]UNIV EAST CHINA SCI&TECHNOLOGY

申请号：CN102863383-A

申请日：2011-07-08

公开日：2013-01-09

语种：英文

收录：DERWENT

摘要：NOVELTY - Preparation of (N-(4-triethylammoniomethyl)-benzoyl)caprolactam chloride (TBCC) comprises taking 4-methyl benzoate as raw material, brominating, hydrolyzing, chlorinating to obtain 4-(chloromethyl)benzoyl chloride intermediate, reacting intermediate and caprolactam to get 4-(chloromethyl)benzoyl caprolactam, and reacting with triethylamine to get N-(4-(triethylammoniomethyl)benzoyl)caprolactam. USE - Method for preparing (N-(4-triethylammoniomethyl)-benzoyl)caprolactam chloride (TBCC) (claimed). ADVANTAGE - The method is simple and environment-friendly. It uses cheap raw materials and ensures high yield. DETAILED DESCRIPTION - Preparation of (N-(4-triethylammoniomethyl)-benzoyl)caprolactam chloride (TBCC) comprises: (A) taking 13.62 g (0.10 mol) 4-methyl benzoate as raw material in 250 ml three-necked flask, adding 17.82 g (0.10 mol) N-(bromosuccinimide) (NBS), 1.99 g benzoyl peroxide (BPO) and 120 ml carbon tetrachloride, stirring at room temperature, heating under reflux, placing in cold water bath to get white solid, washing solid with water, drying at 225-227 degrees C to get 4-bromomethylbenzoate white solid; (B) placing 8.60 g white solid in three-necked flask, adding 10.50 ml concentrated hydrochloric acid and 902 ml water, heating to 100 degrees C for 4 hours, cooling to room temperature with ice bath, precipitating white solid, filtering, washing filter cake with ice water to get 4-(hydroxymethyl)benzoate; (C) taking 5.10 g get 4-(hydroxymethyl)benzoate in 100 ml four-necked flask, adding 40 ml chloroform, stirring and adding slowly 10 ml thionyl chloride, 3-6 drops dimethylformamide (DMF), heating under reflux for 4 hours, removing solvent and excess thionyl chloride to get 4-(chloromethyl)benzoyl chloride; (D) placing 3.80 g caprolactam in 100 ml three-necked flask, 20 ml chloroform, stirring, adding 3.39 g triethylamine, stirring uniformly, cooling to 0-5 degrees C, diluting 4-(chloromethyl)benzoyl chloride by slowly adding 20 ml chloroform at 0-5 degrees C, stirring for 2 hours at room temperature, removing solvent to obtain light yellow solid, washing solid with water and anhydrous ethanol successively, recrystallizing by adding ethyl acetate to obtain white solid; and (E) reacting 1.76 g 4-chloromethyl benzoyl caprolactam, 2.03 g triethylamine and 20 ml acetonitrile, heating under reflux for 4 hours, removing solvent to get white solid, washing with ethyl acetate to get TBCC.