HCID 85439451, compound → HCID 59400117, compound

Participants

Reaction Steps

To a suspension of 4-(hydroxyimino)-1-tosyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one (7.0 g) in methanol (300 mL) Raney nickel (11.0 g) was added. The reaction mixture was stirred under 1 atmosphere of hydrogen gas for 15-16 h. The reaction mixture was filtered through celite, washed with methanol (150 mL×3) and evaporated under reduced pressure to give 4-amino-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-ol (7.2 g, 95%). 1H NMR: (400 MHz, CDCl3) δ: 7.67 (2H, d, J=8.0 Hz), 7.55 (1H, d, J=7.6 Hz), 7.42 (2H, d, J=7.6 Hz 7.32 (1H, t, J=7.2 Hz), 7.22 (1H, t, J=7.6 Hz), 7.04 (1H, d, J=7.6 Hz), 5.53 (1H, b), 4.08 (2H, d, J=8.0 Hz), 3.1 (1H, m), 2.4 (3H, s), 1.7 (3H, m).

Provenance & Evidence