反応 #162168

反応方程式

1-benzyloxy-3-methoxy-cyclohexan-2-ol

51d

racemic 1-benzyloxy-3-methoxycyclohexan-2-ol

tert-butyl-chlorodimethyl-silane

DMF

4H-imidazole

→

racemic [1-benzyloxy-3-methoxy-2-cyclohexanoxy]tert-butyl-dimethylsilane

溶媒

ether

反応条件

後処理

1. 1
   洗浄washed with water, aqueous saturated citric acid solution and water again
2. 2
   乾燥The organic phase was dried with MgSO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated in vacuo
5. 5
   その他The colorless crude oil was used directly in the next step without further purification

実験手順

To a solution of 1-benzyloxy-3-methoxy-cyclohexan-2-ol, 51d, (2.31 g, 9.78 mmol), tert-butyl-chlorodimethyl-silane (2.21 g, 2.73 mL, 14.66 mmol) in 20 dry DMF at room temperature was added 4H-imidazole (1.997 g, 29.33 mmol) and a catalytic amount of 4-dimethylaminopyridine (0.12 g, 0.98 mmol). The resulting mixture was stirred at room temperature overnight. It was then diluted with ether, washed with water, aqueous saturated citric acid solution and water again. The organic phase was dried with MgSO4, filtered and concentrated in vacuo. The colorless crude oil was used directly in the next step without further purification.

出典