反応式
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][C:16]([C:17](OCC)=[O:18])=[C:4]2[CH2:3]1.[BH4-].[Li+].Cl>O1CCCC1>[OH:18][CH2:17][C:16]1[N:15]=[CH:14][N:5]2[C:6]3[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=3[C:8](=[O:9])[N:2]([CH3:1])[CH2:3][C:4]=12参加物
実験手順
21.5 g (75.4 mmol) of ethyl 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate are dissolved in 250 ml of hot absolute tetrahydrofuran (filtered over Alox basic I) under an argon atmosphere while stirring, cooled to ca 30° C. and treated dropwise with a solution of 1.66 g (75.4 mmol) of lithium borohydride in 25 ml of absolute tetrahydrofuran. The mixture is heated to boiling under reflux for 6 hours, cooled to room temperature and decomposed with 50 ml of 3 N aqueous hydrochloric acid. The mixture is stirred at 60° C. for a further 2 hours and the tetrahydrofuran is removed in vacuo. The residue is made alkaline with concentrated ammonia and left to stand in an ice-bath for 2 hours. The crude product is filtered off under suction, washed with a large amount of water and recrystallised from ethanol. There is obtained 4,5-dihydro-3-(hydroxymethyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 224°-226° C.
後処理
- temperaturecooled to ca 30° C.
- temperatureThe mixture is heated
- temperatureunder reflux for 6 hours
- stirringThe mixture is stirred at 60° C. for a further 2 hours
- customthe tetrahydrofuran is removed in vacuo
- waitleft
- filtrationThe crude product is filtered off under suction
- washwashed with a large amount of water
- customrecrystallised from ethanol
出典と根拠
- ORDレコード
- ord-3b634b9e582f4690821455790531acf1
- 出典データセット
- uspto-grants-1982_08
- 特許番号
- US04346030
関連ノート
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