Sodium Hydroxide → 1H-Indole, 2,3-dihydro-5-(1-methylethyl)-
反応式
[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]参加物
6
実験手順
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%).
後処理
- extractionThe mixture was extracted with dichloromethane
- customthe extract was dried
- customevaporated
- customwas chromatographed on silica gel
- washeluted with diethyl ether
出典と根拠
- ORDレコード
- ord-ca5e348a5a57460995cf8e5ac5d5fc50
- 出典データセット
- uspto-grants-1998_11
- 特許番号
- US05834494
反応ノート
読み込み中…