تفاعل #162168

معادلة التفاعل

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

المذيبات

ether

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water, aqueous saturated citric acid solution and water again
2. 2
   تجفيفThe organic phase was dried with MgSO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated in vacuo
5. 5
   أخرىThe colorless crude oil was used directly in the next step without further purification

الإجراء التجريبي

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.

المصدر