반응 #81134

반응 방정식

sodium hydrogencarbonate

tert-butyldimethylchlorosilane

imidazole

(1RS, 2SR)-2-(4-bromophenyl)-3-(4-chlorophenyl)-1-methylpropanol

→

(2RS, 3SR)-3-(4-bromophenyl)-2-(tert-butyldimethylsilyloxy)-4-(4-chlorophenyl)butane

수율 75.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출extracted by an addition of ethyl ether
2. 2
   세척Then, the organic layer was washed with a saturated sodium chloride aqueous solution
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타The drying agent was separated by filtration
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

0.70 g of (1RS, 2SR)-2-(4-bromophenyl)-3-(4-chlorophenyl)-1-methylpropanol was dissolved in 7 ml of dimethylformamide, and 0.34 g of tert-butyldimethylchlorosilane and 0.18 g of imidazole were added thereto. The mixture was stirred at room temperature overnight. The reaction solution was poured into a saturated sodium hydrogencarbonate aqueous solution and extracted by an addition of ethyl ether. Then, the organic layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The drying agent was separated by filtration, and then the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (hexane) to obtain 0.70 g (yield: 75%) of [(2RS, 3SR)-3-(4-bromophenyl)-2-(tert-butyldimethylsilyloxy)-4-(4-chlorophenyl)butane as colorless oily substance.

출처