反応 #73481

反応方程式

[1-(4-Oxo-cyclohexyl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester

[1-(4-Oxo-cyclohexyl)-1-phenyl-ethyl]carbamic acid tert-butyl ester

Sodium borohydride

Water

→

white foam

[1-(4-Hydroxy-cyclohexyl)-1-phenyl-ethyl]carbamic acid tert-butyl ester

溶媒

THF

反応条件

後処理

1. 1
   温度with gradual warming to room temperature
2. 2
   抽出the solution extracted with t-butylmethyl ether
3. 3
   洗浄The organic phase was washed with brine
4. 4
   乾燥dried over sodium sulphate
5. 5
   その他Evaporation

実験手順

[1-(4-Oxo-cyclohexyl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester (28) from the previous stage (2.7 g) was dissolved in THF (60 mL) and cooled to −70° C. Sodium borohydride was added (356 mg) and the reaction mixture stirred overnight with gradual warming to room temperature. Water was added and the solution extracted with t-butylmethyl ether. The organic phase was washed with brine and dried over sodium sulphate. Evaporation gave 1.24 g of a white foam as crude product. Rt=1.41 min (Method 5). Detected mass: 246.3 (M—C4H8—H2O+H+).

出典