تفاعل #65250

معادلة التفاعل

2-(trimethylsilyl)ethoxymethyl chloride

Hexane

sodium hydride

dimethylformamide

2-n-butylimidazole

dimethylformamide

→

2-n-butyl-1-(trimethylsilyl)ethoxymethyl-imidazole

المردود 96.0%

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred for 18 hours at ambient temperature
2. 2
   أخرىpartitioned between ice water and ethyl acetate
3. 3
   أخرىThe washed, dried
4. 4
   أخرىconcentrated organic solution was chromatographed over silica gel with 1:1 hexane in ethyl acetate

الإجراء التجريبي

Hexane-washed 80% sodium hydride (1.45 g, 0.0483 mol) in dimethylformamide (80 mL) under argon was treated with a solution of 2-n-butylimidazole (5.45 g, 0.0439 mol) in dimethylformamide (14 mL) dropwise at 25° C. and the reaction was stirred an additional hour. Then 2-(trimethylsilyl)ethoxymethyl chloride (SEM-Cl) (7.68 g, 0.0461 mol) was added, the mixture was stirred for 18 hours at ambient temperature and then partitioned between ice water and ethyl acetate. The washed, dried, concentrated organic solution was chromatographed over silica gel with 1:1 hexane in ethyl acetate to yield 10.8 g (96%) of 2-n-butyl-1-(trimethylsilyl)ethoxymethyl-imidazole.

المصدر