Sodium Hydroxide → 1H-Indole, 2,3-dihydro-5-(1-methylethyl)-
반응식
[CH3:1][CH:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2)[CH3:3].C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)(=O)C.O>[CH3:3][CH:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)[CH3:1]참가 물질
6
실험 절차
To a cooled solution of indole (D17, 0.60 g, 3.75 mmol) in glacial acetic acid (12 ml) was added sodium cyanoborohydride (1.20 g, 19.1 mmol) in portions. The mixture was stirred under argon for 4 h, then diluted with water and basified with 10% aqueous sodium hydroxide. The mixture was extracted with dichloromethane and the extract was dried and evaporated. After combining with material from a previous experiment (from 0.14 g indole) the crude product was chromatographed on silica gel eluted with diethyl ether to give the title compound (0.62 g, 84%).
후처리
- extractionThe mixture was extracted with dichloromethane
- customthe extract was dried
- customevaporated
- customwas chromatographed on silica gel
- washeluted with diethyl ether
출처 및 근거
- ORD 기록
- ord-ca5e348a5a57460995cf8e5ac5d5fc50
- 출처 데이터셋
- uspto-grants-1998_11
- 특허 번호
- US05834494
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