반응 #161127

반응 방정식

sodium borohydride

1-(1-benzenesulfonyl-2,3-dihydro-1H-indol-5-yl)-ethanone

sodium hydroxide

→

1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indole

수율 43.4%

용매

H2O

TFA

TFA

반응 조건

후처리

1. 1
   기타The organic layer was separated
2. 2
   추출the aqueous layer was extracted with CH2Cl2
3. 3
   세척The combined organic layers were washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by column chromatography on silica gel

실험 절차

To magnetically stirred TFA (1600 mL) was added at 0° C. sodium borohydride (64 g, 1.69 mol) over 1 h. To this mixture was added dropwise a solution of 1-(1-benzenesulfonyl-2,3-dihydro-1H-indol-5-yl)-ethanone (40 g, 0.13 mol) in TFA (700 mL) over 1 h. The mixture was stirred overnight at 25° C., diluted with H2O (1600 ml), and basified with sodium hydroxide pellets at 0° C. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indole (16.2 g, 43%).

출처