반응 #1245480

반응 방정식

(R)-(−)-3-chloro-1,2-propanediol

tert-butyldimethylchlorosilane

imidazole

→

(R)-(−)-1-(tert-butyldimethylsilanyloxy)-3-chloropropan-2-ol

수율 93.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at a room temperature overnight
2. 2
   추출extracted with ethyl acetate (50 ml) 3 times
3. 3
   세척washed with an aqueous solution
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과After being filtrated under a reduced pressure
6. 6
   농축the filtrate was concentrated

실험 절차

To N,N-dimethylformamide (40 ml) solution of (R)-(−)-3-chloro-1,2-propanediol (7 g), under ice-cooling and stirring condition, were added tert-butyldimethylchlorosilane (10.6 g) and imidazole (5.2 g), then stirred at a room temperature overnight. Ice-water (120 ml) was added to the reaction mixture, and extracted with ethyl acetate (50 ml) 3 times, the extracts were combined together and washed with an aqueous solution being saturated with sodium chloride, then dried over anhydrous magnesium sulfate. After being filtrated under a reduced pressure, the filtrate was concentrated, there was obtained (R)-(−)-1-(tert-butyldimethylsilanyloxy)-3-chloropropan-2-ol (13.24 g, yield: 92.4%) as colorless liquid product.

출처