反応 #1447120

反応方程式

tert-butyldimethylsilyl chloride

5-hydroxyindole

imidazole

→

title compound

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

溶媒

DCM

DCM

反応条件

後処理

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

実験手順

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.

出典