Dimethylamine → HCID 19600054、化合物

反応式

[O:1]1[C:5]2[CH2:6][N:7]([C:11](=[O:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:8][CH2:9][CH2:10][C:4]=2[CH:3]=[CH:2]1.[CH3:24][NH:25][CH3:26].[CH2:27]=O>C(O)(=O)C>[CH3:24][N:25]([CH2:27][C:2]1[O:1][C:5]2[CH2:6][N:7]([C:11](=[O:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:8][CH2:9][CH2:10][C:4]=2[CH:3]=1)[CH3:26]

参加物

反応条件

温度: 100 °C

実験手順

To a solution of 0.216 g (0.694 mmol) of 1-(4,5,6,8-tetrahydrofuro[2,3-c]azepin-7-yl)-6-phenylhexan-1-one in 20 ml of acetic acid, 75 mg (0.83 mmol) of 50% aqueous dimethylamine and 68 mg (0.83 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 30 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=4/1) to yield the desired product.