반응 #1447121

반응 방정식

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

TBAF

→

title compound

tert-butyl 5-hydroxy-1H-indole-1-carboxylate

용매

THF

반응 조건

후처리

1. 1
   기타to reach room temperature
2. 2
   기타The reaction was quenched by the addition of saturated aqueous NH4Cl solution
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The organic layer was washed with H2O, brine
5. 5
   건조dried over Na2SO4
6. 6
   기타The crude product was purified by column chromatography on silica gel (Petroleum ether:EtOAc 92/8)

실험 절차

A solution (0.18 M) of tert-butyl 5-{[tert-butyl(dimethyl)silyl]oxy}-1H-indole-1-carboxylate in THF was treated with TBAF (1.1 eq) at 0° C. The mixture was stirred at that temperature for 10 min and allowed to reach room temperature. The reaction was quenched by the addition of saturated aqueous NH4Cl solution and extracted with ethyl acetate. The organic layer was washed with H2O, brine and dried over Na2SO4. The crude product was purified by column chromatography on silica gel (Petroleum ether:EtOAc 92/8) to afford the title compound as a colorless oil.

출처