反应 #1294

反应方程式

(S)-2-phthalimido-6-hydroxyhexanoic acid

cesium carbonate

methyl iodide

→

title product

收率 196.0%

(S)-2-Phthalimido-6-hydroxyhexanoic acid, methyl ester

收率 196.0%

溶剂

dimethylformamide

ethyl acetate

反应条件

后处理

1. 1
   洗涤washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine
2. 2
   干燥dried (sodium sulfate)
3. 3
   过滤filtered

实验过程

A slurry of (S)-2-phthalimido-6-hydroxyhexanoic acid (3.752 g., 13.5 mmol.) and cesium carbonate (2.178 g., 6.7 mmol.) in dimethylformamide (44 ml.) was treated with methyl iodide (3.0 ml., 6.84 g., 48.2 mmol.). After stirring at room temperature for 2 hours, the mixture was diluted with ethyl acetate and washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine, then dried (sodium sulfate), filtered and stripped to give the title product as a colorless oil (3.825 g.). The oil was homogeneous by TLC (1:1-acetone:hexanes) Rf =0.37.

来源