Hydrochloric Acid → 3-(2-aminoethyl)-2,3-dihydro-1H-indol-2-one hydrochloride

반응식

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][NH2:12])=[CH:2]1.CS(C)=[O:15].[ClH:17]>>[ClH:17].[NH2:12][CH2:11][CH2:10][CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][C:2]1=[O:15]

참가 물질

반응물 3

HCID 313Hydrochloric Acid

HCID 679Dimethyl Sulfoxide

HCID 1150Tryptamine

생성물 1

HCID 117012923-(2-aminoethyl)-2,3-dihydro-1H-indol-2-one hydrochloride수율 63%

반응 조건

온도: 50 °C

실험 절차

To a solution of 2-(1H-indol-3-yl)ethanamine (6.00 g, 37.50 mmol) in DMSO (8.0 mL, 112.50 mmol) was added concentrated hydrochloric acid (9.5 mL, 112.50 mmol) slowly. The resulting reaction mixture was stirred at 50° C. in a sealed tube for 16 h. After cooling to room temperature, the reaction mixture was filtered. The resulting cake was stirred in EtOH (15 mL). The mixture was filtered and dried to give the desired title compound as a brown solid (5.00 g, 23.64 mmol, 63% yield). MS (ESI) m/z 177.2 [M+H]+.