반응 #2122481

반응 방정식

(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

용매

pyridine

반응 조건

후처리

1. 1
   온도The reaction mixture was warmed up to room temperature
2. 2
   workup.WAITleft
3. 3
   농축Then the reaction mixture was concentrated
4. 4
   기타the crude product was purified by column chromatography on silica gel (ethyl acetate/cyclohexane first 1:15

실험 절차

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.

출처