反応 #5073

反応方程式

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

溶媒

water

Water

THF

反応条件

後処理

1. 1
   温度warmed to room temperature whereupon the reaction mixture
2. 2
   その他affording a granular precipitate
3. 3
   ろ過the mixture was filtered
4. 4
   その他the filtrate evaporated
5. 5
   その他The resulting diol was used without further purification

実験手順

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.

出典