反応式
C([O:3][C:4]([CH2:6][O:7][CH:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]([C:20](=[O:37])[C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:36])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])=[CH:23][CH:22]=2)[CH2:11][CH2:10][CH2:9]1)=O)C.[BH4-].[Li+].Cl>O1CCCC1>[OH:3][CH2:4][CH2:6][O:7][CH:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]([C:20](=[O:37])[C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:36])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])=[CH:23][CH:22]=2)[CH2:11][CH2:10][CH2:9]1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 5-ethoxycarbonylmethoxy-7-chloro-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (2.2 g) in tetrahydrofuran (50 ml) is added with stirring lithium borohydride (0.28 g) at room temperature, and the mixture is refluxed for 30 minutes. The reaction solution is poured into diluted hydrochloric acid and extracted with dichloromethane. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=100:1→50:1), and recrystallized from dichloromethane/diethyl ether to give 5-(2-hydroxyethoxy)-7-chloro-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (1.6 g) as white powder, mp. 185°-187.5° C.
後処理
- temperaturethe mixture is refluxed for 30 minutes
- extractionextracted with dichloromethane
- dry with materialThe extract is dried over magnesium sulfate
- distillationthe solvent is distilled off under reduced pressure
- customThe resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=100:1→50:1)
- customrecrystallized from dichloromethane/diethyl ether
出典と根拠
- ORDレコード
- ord-afa3792d8ff0460690d319722a9ee47e
- 出典データセット
- uspto-grants-1993_09
- 特許番号
- US05244898
関連ノート
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