반응 #81138

반응 방정식

alcohol

tert-butyl (2RS, 3RS)-2-(3,4-dichlorobenzyl)-3-hydroxybutanoate

lithium borohydride

→

(2RS, 3RS)-2-(3,4-dichlorobenzyl)-1,3-butanediol

수율 90.0%

용매

ethyl ether

tetrahydrofuran

ethyl ether

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도under cooling with ice
3. 3
   workup.STIRRINGThe mixture was stirred at room temperature for 3 hours
4. 4
   세척washed with a saturated sodium chloride aqueous solution
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   기타The drying agent was separated by filtration
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

3.0 g of the alcohol compound thus obtained was dissolved in a liquid mixture of 30 ml of ethyl ether and 30 ml of tetrahydrofuran, and 1.2 g of lithium borohydride was added thereto with stirring under cooling with ice. The mixture was stirred at room temperature for 3 hours. The reaction solution was diluted with ethyl ether, then washed with a saturated sodium chloride aqueous solution and 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/ethyl acetate=10/1) to obtain 2.1 g (yield: 90%) of (2RS, 3RS)-2-(3,4-dichlorobenzyl)-1,3-butanediol.

출처