反応式
C[Al](C)C.[C:5](=[N:18][NH2:19])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:28]2[CH2:32][O:31][C:30](=[O:33])[CH2:29]2)[CH:25]=[CH:26][CH:27]=1.[OH-].[Na+]>ClCCl>[C:5](=[N:18][NH:19][C:30](=[O:33])[CH2:29][CH:28]([C:24]1[CH:25]=[CH:26][CH:27]=[C:22]([O:21][CH3:20])[CH:23]=1)[CH2:32][OH:31])([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1参加物
実験手順
Trimethylaluminum (12 mL, 2 M in hexane, 24 mmol) is added dropwise to a solution of benzophenone hydrazone (1.57 g, 8 mmol) in dichloromethane (20 mL) at room temperature and under nitrogen. After the mixture is stirred for 30 min, 4-(3-methoxy-phenyl)-dihydro-furan-2-one, (1.54 g, 8 mmol) in dichloromethane (5 mL) is added. The mixture is refluxed for 5 h cooled to room temperature and diluted with dichloromethane (30 mL). The mixture is treated with 4 N sodium hydroxide (30 mL) and stirred one hour. The organic layer is separated, washed with brine and, dried over magnesium sulfate. The mixture is filtered, concentrated in vacuo and chromatographed on SiO2 (2% methanol/dichloromethane) to yield the title compound, 2.25 g (73%) as a pale yellow oil.
後処理
- temperatureThe mixture is refluxed for 5 h
- stirringstirred one hour
- customThe organic layer is separated
- washwashed with brine
- dry with materialdried over magnesium sulfate
- filtrationThe mixture is filtered
- concentrationconcentrated in vacuo
- customchromatographed on SiO2 (2% methanol/dichloromethane)
出典と根拠
- ORDレコード
- ord-9cd95b0817f941b7980e1a771dfd5afc
- 出典データセット
- uspto-grants-2006_08
- 特許番号
- US07087626B2
関連ノート
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