反応 #2122481

反応方程式

(2,5-dimethyl-phenyl)-acetyl chloride

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

4-dimethylaminopyridine DMAP

→

4-[2-(2,5-dimethyl-phenyl)-acetoxy]-1-methoxy-piperidine-4-carboxylic acid ethyl ester

溶媒

pyridine

反応条件

後処理

1. 1
   温度The reaction mixture was warmed up to room temperature
2. 2
   workup.WAITleft
3. 3
   濃縮Then the reaction mixture was concentrated
4. 4
   その他the crude product was purified by column chromatography on silica gel (ethyl acetate/cyclohexane first 1:15

実験手順

To a solution of 4-hydroxy-1-methoxy-piperidine-4-carboxylic acid ethyl ester (1.0 g, 4.92 mmol) in 10 ml pyridine under argon was added 4-dimethylaminopyridine DMAP (30 mg, 0.25 mmol). The solution was cooled down to 0° C., then (2,5-dimethyl-phenyl)-acetyl chloride (0.99 g, 5.4 mmol) was added dropwise. The reaction mixture was warmed up to room temperature and left stirring for 5 days. Then the reaction mixture was concentrated and the crude product was purified by column chromatography on silica gel (ethyl acetate/cyclohexane first 1:15, then 1:9) to give pure 4-[2-(2,5-dimethyl-phenyl)-acetoxy]-1-methoxy-piperidine-4-carboxylic acid ethyl ester (compound P3.2) as light yellow oil. Yield: 530 mg.

出典