[CH2:1]1[C:7]2=[CH:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[N:6]2[CH2:5][CH2:4][CH2:3][NH:2]1.[ClH:15]>C(O)(=O)C.[Pd].S([O-])([O-])(=O)=O.[Ba+2]>[ClH:15].[CH2:1]1[CH:7]2[CH2:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[N:6]2[CH2:5][CH2:4][CH2:3][NH:2]1A solution of 18.4 g of 2,3,4,5,-tetrahydro-1H-1,4-diazepino[1,2-a]indole (m.p. 75°-77°) in 200 ml of acetic acid and 45 ml of 2N hydrochloric acid is hydrogenated, at 60° and normal pressure, with 13 g of 5% of palladium/barium sulphate. The mixture is cooled, filtered and evaporated to give 2,3,4,5,11,11a-hexahydro-1H-1,4-diazepino[1,2-a]indole. Hydrochloride, m.p. 234° (from ethanol).
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