반응 #1447120

반응 방정식

tert-butyldimethylsilyl chloride

5-hydroxyindole

imidazole

→

title compound

5-{[tert-butyl(dimethyl)silyl]oxy}-1H-indole

용매

DCM

DCM

반응 조건

후처리

1. 1
   세척washed sequentially with H2O, 1N HCl (aq) and finally with brine
2. 2
   건조The combined organic fractions were dried over Na2SO4
3. 3
   기타The crude was purified by column chromatography on silica gel (Petroleum ether:Diethyl ether 90/10)

실험 절차

To a stirred solution of 5-hydroxyindole in DCM (0.3 M) was added imidazole (2.0 eq). The mixture was cooled to 0° C. and treated with tert-butyldimethylsilyl chloride (1.0 eq). The resulting mixture was stirred at room temperature for 12 h, diluted with DCM, washed sequentially with H2O, 1N HCl (aq) and finally with brine. The combined organic fractions were dried over Na2SO4. The crude was purified by column chromatography on silica gel (Petroleum ether:Diethyl ether 90/10) to afford the title compound as a white solid.

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