HCID 69449705、化合物 → HCID 11529099、化合物
反応式
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:15]C)[CH:12]=2)[C:7]1([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)O)[CH3:4]>Br.C(O)(=O)C>[CH3:4][N:3]([CH2:5][C:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([OH:15])[CH:12]=2)[C:7]=1[C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH3:2]参加物
4
反応条件
- 温度
- 105 °C
実験手順
0.84 g of 2-dimethylaminomethyl-5-methoxy-1-pyridin-3-yl-indan-1-ol hydrochloride (mixture of the diastereoisomers) was dissolved in about 13 ml of 33% hydrobromic acid in acetic acid and stirred for 3 hours under reflux at 100-110° C. The reaction mixture was concentrated in vacuo, rendered alkaline with 32% sodium hydroxide solution and extracted with ethyl acetate; the combined organic phases were dried over magnesium sulfate, stirred with activated carbon, filtered and concentrated. 0.62 g of 2-dimethylaminomethyl-1-pyridin-3-yl-3H-inden-5-ol was obtained and was dissolved in about 22 ml of 2-butanone/acetone (v/v=1:2) and converted into the corresponding hydrochloride with about 0.04 ml of water and about 0.58 ml of chlorotrimethylsilane, while cooling with ice; the hydrochloride was filtered off with suction, with the exclusion of air, washed with diisopropyl ether and dried in vacuo (about 50 mbar) (yield 0.631 g).