반응 #533581

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2-(3-bromo-2-methylphenyl)ethanol

2-(3-Bromo-2-methylphenyl)ethanol

Intermediate 22

2-(3-Bromo-2-methylphenyl)ethanol

imidazole

tert-butyldimethylchlorosilane

→

subtitled compound

(3-Bromo-2-methylphenethoxy)(tert-butyl)dimethylsilane

용매

—

ice water

DMF

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후처리

1. 1
   기타removed from the cooling bath
2. 2
   workup.ADDITIONThe solution was poured into water
3. 3
   추출extracted twice with diethyl ether
4. 4
   세척The combined organic extracts were washed twice with water, once with brine
5. 5
   건조dried over anhydrous magnesium sulphate
6. 6
   기타purified by flash chromatography on silica
7. 7
   세척eluted with 10% dichloromethane in isohexane

실험 절차

A solution of 2-(3-bromo-2-methylphenyl)ethanol [Aromatic Intermediate 22, step b] (1.67 g) and imidazole (1.60 g) in DMF (20 mL) was cooled in ice-water, treated with tert-butyldimethylchlorosilane (1.31 g), then removed from the cooling bath and stirred at room temperature overnight. The solution was poured into water and extracted twice with diethyl ether. The combined organic extracts were washed twice with water, once with brine, then dried over anhydrous magnesium sulphate and purified by flash chromatography on silica eluted with 10% dichloromethane in isohexane to afford the subtitled compound as a colourless oil. Yield 2.06 g.

출처