Hydrochloric Acid → 7-(Indole-1-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline Hydrochloride

Participants

Reaction Steps

A mixture of 1-[7-(indole-1-sulfonyl)-3,4-dihydro-1H-isoquinolin-2-yl]-ethanone (D1) (12 g, 34 mmol) in 3M hydrochloric acid (200 ml) and n-butanol (100 ml) was refluxed for 7 h. The reaction mixture was evaporated in vacuo to dryness and the residue was recrystallized from 2-propanol/diethyl ether to give the title compound (E1) (8.5 g, 72%), NMR (D6-DMSO) 3.03 (2H, t, J=6.0 Hz), 3.29 (2H, t, J=6.0 Hz), 4.29 (2H, s), 6.85 (1H, d, J=3.7 Hz), 7.22-7.43 (3H, m), 7.60 (1H, d, J=7.6 Hz), 7.79-7.85 (2H, m), 7.94-8.01 (2H, m); MS: m/z (MH+) 313.

Provenance & Evidence