تفاعل #3238

معادلة التفاعل

trans-1,2-cyclopentanediol

t-butyldimethylsilyl chloride

imidazole

→

(trans)-2-(t-butyldimethysiloxy)-cyclopentanol

المذيبات

DMF

DMF

—

ice water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ether
2. 2
   استخلاصThe ether extract
3. 3
   غسيلwas washed with water and brine
4. 4
   تجفيفdried over magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent removed in vacuo
7. 7
   أخرىThe residue was purified by flash chromatography (silica, 9:1 hexane:ethyl acetate) to the title compound as an oil (3.44 g, 49%)

الإجراء التجريبي

To a mixture of t-butyldimethylsilyl chloride (5.08 g, 33.7 mmol) and imidazole (2.30 g, 33.7 mmol) in DMF (10 mL), a solution of trans-1,2-cyclopentanediol in DMF (4 mL) was added. The reaction mixture was stirred overnight at 25° C. The reaction mixture was diluted with ice water and extracted with ether. The ether extract was washed with water and brine, dried over magnesium sulfate, filtered and the solvent removed in vacuo. The residue was purified by flash chromatography (silica, 9:1 hexane:ethyl acetate) to the title compound as an oil (3.44 g, 49%).

المصدر