反应 #2271695

反应方程式

1-[3-acetylamino-4-hydroxyphenyl]ethanone

K2CO3

3-chloro-1-bromopropane

→

white solid

1-[3-acetylamino-4-(3-chloropropoxy)phenyl]ethanone

溶剂

acetone

反应条件

后处理

1. 1
   过滤filtered

实验过程

A stirred mixture of 1-[3-acetylamino-4-hydroxyphenyl]ethanone (7.7 g, 40 mmol). K2CO3 (5.7 g), 3-chloro-1-bromopropane (8.9 g, 56 mmol and acetone (100 ml) was refluxed for 16 hours. The reaction was allowed to cool to ambient temperature and filtered. Concentration of the filtrate yielded 8.5 g of a white solid. The solid was recrystallized from toluene and then from ethanol to afford 6.5 g or an off-white solid. A 3.3 g sample of this material was flash chromatographed on silica gel with ethyl acetate as eluent. Concentration of the appropriate fractions afforded 2.8 g of a solid. The solid was recrystallized from toluene and then from ethanol water to yield 2.2 g (51%) of a solid, m.p.=124°-126° C. ANALYSIS: Calculated for C13H18ClNO3: 57.89%C 5.98%H 5.19%N Found: 57.08%C 5.85%H 5.13%N

来源