반응 #5073

반응 방정식

sodium sulphate

Lithium aluminium hydride

2-(Diphenylhydroxymethyl)-1-azabicyclo[2.2.1]heptan-3-one

sodium hydroxide

→

2-(Diphenylhydroxymethyl)-1-azabicyclo[2.2.1]heptan-3-ol

용매

water

Water

THF

반응 조건

후처리

1. 1
   온도warmed to room temperature whereupon the reaction mixture
2. 2
   기타affording a granular precipitate
3. 3
   여과the mixture was filtered
4. 4
   기타the filtrate evaporated
5. 5
   기타The resulting diol was used without further purification

실험 절차

2-(Diphenylhydroxymethyl)-1-azabicyclo[2.2.1]heptan-3-one (210 mg) was dissolved in THF (5 ml) at -78° C. under argon. Lithium aluminium hydride (3 ml, 1.0M in ether) was added and the mixture stirred at -78° C. for 30 min, and then warmed to room temperature whereupon the reaction mixture became homogeneous. Water (0.1 ml) was added followed by sodium hydroxide (0.35 ml, 3N) and water (0.35 ml) affording a granular precipitate. Solid sodium sulphate was added, the mixture was filtered and the filtrate evaporated. The resulting diol was used without further purification.

출처