반응 #46677

반응 방정식

t-Butyldiphenylchlorosilane

imidazole

N,N-dimethylformamide

3-hydroxy-3-(4-pyridyl)propionitrile

→

3-(t-butyldiphenylsiloxy)-3-(4-pyridyl)propionitrile

수율 98.9%

용매

ether

Ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGthe whole was stirred for one day
2. 2
   workup.STIRRINGstirred further at an external temperature of 50° C. for three hours
3. 3
   세척the whole was washed with water (20 ml) three times and saturated brine (30 ml) successively
4. 4
   건조The organic layer was dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography

실험 절차

Next, imidazole (4.60 g, 67.5 mmol) and N,N-dimethylformamide (30 ml) were added to the obtained 3-hydroxy-3-(4-pyridyl)propionitrile (1.00 g, 6.75 mmol), and the mixture was stirred at room temperature. t-Butyldiphenylchlorosilane (2.23 g, 8.10 mmol) was added to the mixture, and the whole was stirred for one day and then stirred further at an external temperature of 50° C. for three hours. Ethyl acetate (50 ml) and ether (50 ml) were added thereto, and the whole was washed with water (20 ml) three times and saturated brine (30 ml) successively. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 3-(t-butyldiphenylsiloxy)-3-(4-pyridyl)propionitrile (2.58 g, 98.9%) as a colorless oily matter.

출처