反应 #2122485

反应方程式

(2,4,6-trimethylphenyl)-acetyl chloride

4-hydroxy-1-methoxy-piperidine-4-carboxylic acid ethyl ester

4-dimethylaminopyridine DMAP

→

1-methoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetoxy]-piperidine-4-carboxylic acid ethyl ester

溶剂

pyridine

反应条件

后处理

1. 1
   温度The reaction mixture was warmed up to room temperature
2. 2
   workup.WAITleft
3. 3
   浓缩Then the reaction mixture was concentrated
4. 4
   workup.ADDITIONcold (0° C.) water was added
5. 5
   萃取The aqueous phase was thoroughly extracted three times with dichloromethane
6. 6
   洗涤washed with brine
7. 7
   干燥dried over sodium sulfate
8. 8
   浓缩concentrated
9. 9
   其他The crude product was purified by column chromatography on silica gel (ethyl acetate/cyclohexane 1:4)

实验过程

To a solution of 4-hydroxy-1-methoxy-piperidine-4-carboxylic acid ethyl ester (0.5 g, 2.46 mmol) in 15 ml pyridine under argon was added 4-dimethylaminopyridine DMAP (0.11 g, 0.9 mmol). The solution was cooled down to 0° C., then (2,4,6-trimethylphenyl)-acetyl chloride (0.58 g, 2.95 mmol) was added dropwise. The reaction mixture was warmed up to room temperature and left stirring for 3 days. Then the reaction mixture was concentrated and cold (0° C.) water was added. The aqueous phase was thoroughly extracted three times with dichloromethane. The organic layers were combined, washed with brine, dried over sodium sulfate and concentrated. The crude product was purified by column chromatography on silica gel (ethyl acetate/cyclohexane 1:4) to give pure 1-methoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetoxy]-piperidine-4-carboxylic acid ethyl ester (compound P3.6) as light yellow oil. Yield: 610 mg.

来源