반응 #8283

반응 방정식

4,5-dihydroxy-pentanoic acid ethyl ester

tert-butyl-dimethyl-silyl chloride

triethylamine

→

title compound

5-(tert-Butyl-dimethyl-silyloxy)-4-hydroxy-pentanoic acid ethyl ester

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척washed with water (100 mL), saturated ammonium chloride solution, and brine
2. 2
   여과The solution is filtered
3. 3
   농축concentrated in vacuo

실험 절차

A solution of 4,5-dihydroxy-pentanoic acid ethyl ester, (7 g, 43.2 mmol) and 4-dimethylaminopyridine (0.2 g, 1.73 mmol) in dichloromethane (145 mL) at room temperature under nitrogen is treated with tert-butyl-dimethyl-silyl chloride (7.8 g, 51.85 mmol) and triethylamine (6.9 mL, 47.52 mmol) and stirred 18 h. The mixture is diluted with dichloromethane (100 mL), washed with water (100 mL), saturated ammonium chloride solution, and brine. The solution is filtered and concentrated in vacuo to yield the title compound, 11.85 g (99%), as a colorless oil.

출처