반응 #61884

반응 방정식

3-Cyano-3,3-bis-(4-fluoro-phenyl)-propionic acid ethyl ester

Ethylene glycol dimethyl ether

sodium borohydride

LiCl

sodium borohydride

LiCl

→

title compound

2,2-Bis-(4-fluoro-phenyl)-4-hydroxy-butyronitrile

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   workup.STIRRINGstirring continued overnight
3. 3
   추출extracted (3×) with ethyl ether
4. 4
   건조The combined organic extracts were dried over Na2SO4
5. 5
   여과Filtration, concentration and flash chromatography of the residue

실험 절차

Ethylene glycol dimethyl ether (10 ml) was treated with sodium borohydride (142 mg) and LiCl (228 mg) and the mixture stirred for 30 min. 3-Cyano-3,3-bis-(4-fluoro-phenyl)-propionic acid ethyl ester (847 mg) was added and the mixture stirred for 6 hrs, before more sodium borohydride (36 mg) and LiCl (57 mg) were added and stirring continued overnight. The mixture was poured into water and extracted (3×) with ethyl ether. The combined organic extracts were dried over Na2SO4. Filtration, concentration and flash chromatography of the residue afforded the title compound (41%; Isolated as an oil).

출처