期刊论文

Synthesis of 2-（2-Hydroxymethylphenylamino）acetyl Arylamides by Alkylation of 2-Aminobenzyl Alcohol

中文

精细化工

1003-5214

2014

44

4

35-39

10.19342/j.cnki.issn.1009-9212.2014.04.009

21372070:国家自然科学基金 13K089:湖南省高等学校创新平台开放基金 LKF1302:理论有机化学与功能分子教育部重点实验室开放基金

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研究了2-溴乙酰芳胺对邻氨基苯甲醇的烷基化反应,反应主要发生在N原子上,并由此合成了一系列新型芳胺基取代乙酰芳胺类化合物(4a～4e).对反应溶剂、碱的种类及用量、反应温度、时间、反应物的量之比等条件对反应的影响进行了研究,获得优化反应条件.在优化条件下化合物4a～4e的收率为68.9％～72.8％.对反应影响比较大的因素主要是溶剂,采用v(N,N--二甲基甲酰胺)∶v(四氢呋喃)=1∶2的混合溶剂可使反应收率从36.1％(THF中)提高到70.3％.用IR、1H NMR和13C NMR对化合物4a～4e的结构进行了分析与表征.

The alkylation of 2-aminobenzyl alcohol with 2-bromoacetyl arylamines was studied. The alkylation reaction dominantly gave N-alkylation product. The effects of solvent, the sort and the amount of bases, temperature, reaction time and the ratio of the reactants on the yield of the product were investigated and the target products （4a~4_e） were obtained in yield of 68.9%-72.8% under optimum conditions. The results showed that the solvent impacted great influence on the yield. The reaction yield was raised from 36.1% in THF to 70.3% in the mixtu...