HCID 67377908, compound → HCID 67378046, compound

Participants

Reaction Steps

2-Benzylidene-5,6-dichloro-2,3,4,9-tetrahydro-1H-carbazol-1-one (0.7 g, 2.05 mmol) was dissolved in EtOAc (150 mL) and 10% Pd/C (0.070 g) was added under N2 atmosphere. The reaction mixture was stirred under H2 atmosphere at room temperature for 12 h then filtered through a Celite® pad. The Celite® pad was washed with EtOAc (2×20 mL) and the filtrate was concentrated in vacuo to provide the crude material which was purified by silica gel chromatography [EtOAc-hexane (1:9) as eluant] to obtain the title compound as a light green solid (0.43 g, 61%). 1H NMR (500 MHz, CDCl3, δ in ppm) 9.03 (bs, 1H), 7.37 (d, J=9.0 Hz, 1H), 7.34-7.30 (m, 3H), 7.25-7.22 (m, 3H), 3.50-3.42 (m, 2H), 3.17-3.10 (m, 1H), 2.87-2.82 (m, 1H), 2.72-2.67 (m, 1H), 2.25-2.21 (m, 1H), 1.97-1.90 (m, 1H).

Provenance & Evidence