반응 #2351

반응 방정식

p-Toluenesulphonyl chloride

tert-butyl (3R)-4-hydroxy-3-methylbutyrate

triethylamine

→

tert-butyl (3R)-3-methyl-4-(p-toluenesulphonyloxy)-butyrate

수율 96.5%

용매

dichloromethane

반응 조건

후처리

1. 1
   세척The mixture was washed in turn with water and with a dilute aqueous sodium carbonate solution
2. 2
   여과The organic solution was filtered through phase
3. 3
   기타separating paper
4. 4
   기타evaporated

실험 절차

p-Toluenesulphonyl chloride (13.2 g) was added portionwise to a stirred mixture of tert-butyl (3R)-4-hydroxy-3-methylbutyrate (11 g), triethylamine (21 ml) and dichloromethane (120 ml) and the mixture was stirred at room temperature for 20 hours. The mixture was washed in turn with water and with a dilute aqueous sodium carbonate solution. The organic solution was filtered through phase separating paper and evaporated to give tert-butyl (3R)-3-methyl-4-(p-toluenesulphonyloxy)-butyrate as an oil (20 g): NMR(CDCl3) δ 7.6(2H,d), 7.33(2H,d), 3.92(2H,d), 2.45(3H,s), 2.18.2.47(2H,m), 2.0-2.15(1H,m), 1.42(9H,s), 0.95(3H,d).

출처