Hydrochloric Acid → 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid
反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[C:7]([C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([C:23]#N)=[CH:11][N:10]=1)=[O:8])[CH3:2].[OH-:28].[Na+].Cl.C[OH:32]>>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[C:7]([C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([C:23]([OH:32])=[O:28])=[CH:11][N:10]=1)=[O:8])[CH3:2]参加物
5
反応条件
- 温度
- 100 °C
実験手順
To the suspension of 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrile (from example 82) (2.0 g, 5.52 mmol) in methanol (120 mL) was added 25% of aqueous sodium hydroxide solution (30 mL, 190 mmol). The mixture was stirred at 100° C. for 12 h more. After cooling to room temperature, the reaction was adjusted to pH=2 with 2 N HCl solution. The product was extracted with chloroform (2×200 mL). The combined organic layers were washed with water (3×50 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to give solid. Recrystallization from ethanol and ether to afford 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid yellow solid. LC/MS m/e calcd for C21H19NO6 (MH+) 382,