Ethanol → 7-Ethoxycarbonylmethyl-2-(4-(4-phenylbenzoylamino)butyl)-1,2,3,4-tetrahydroisoquinoline
反応式
[CH3:1][O:2][C:3]([CH2:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:34])[C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:24][CH:23]=3)[CH2:13]2)=[CH:8][CH:7]=1)=[O:4].S(=O)(=O)(O)O.[CH2:40](O)C>>[CH2:1]([O:2][C:3]([CH2:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:34])[C:22]3[CH:23]=[CH:24][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:26][CH:27]=3)[CH2:13]2)=[CH:8][CH:7]=1)=[O:4])[CH3:40]参加物
4
実験手順
A stirred, ice-cooled solution of 7-methoxycarbonylmethyl-2-(4-(4-phenylbenzoylamino)butyl)-1,2,3,4-tetrahydroisoquinoline (0.202 g, 0.46 mmol) in ethanol (10 ml) was treated with concentrated sulfuric acid (0.53 ml, 0.53 mmol). The mixture was heated at reflux for 2 h. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate (30 ml) and saturated aqueous sodium bicarbonate solution (30 ml). The organic phase was separated and washed with brine. Drying (Na2SO4) and evaporation in vacuo afforded an orange oil which was chromatographed on silica using 50-100% ethyl acetate-pentane gradient elution to afford the title compound as a colourless oil (120 mg, 56%).
後処理
- temperatureThe mixture was heated
- temperatureat reflux for 2 h
- customThe solvent was evaporated in vacuo
- dissolutionthe residue was dissolved in ethyl acetate (30 ml)
- customThe organic phase was separated
- washwashed with brine
- customDrying
- custom(Na2SO4) and evaporation in vacuo
- customafforded an orange oil which
- customwas chromatographed on silica using 50-100% ethyl acetate-pentane gradient elution
出典と根拠
- ORDレコード
- ord-48c393a013d14f1784057f1a9b6b924d
- 出典データセット
- uspto-grants-2000_04
- 特許番号
- US06046210
反応ノート
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