HCID 67377153, compound → HCID 52947473, compound

Participants

Reaction Steps

To a solution of 6,7-dichloro-2,3,4,9-tetrahydro-1H-carbazol-1-one (0.1 g, 0.4 mmol) in anhydrous THF (5 mL) cooled to 0° C., MeMgCl (1.3 mL, 3.95 mmol, 3M in THF) was added dropwise. The reaction mixture was slowly warmed to room temperature and stirred for 5 h, cooled to 0° C., and then quenched with saturated NH4Cl (10 mL) and extracted with EtOAc (3×20 mL). The combined organic extracts were dried over Na2SO4 and the solvent was removed under reduced pressure to give the crude material which was purified by column chromatography [EtOAc-hexane (1:9) as eluant] to give the title compound as a pale brown solid (0.01 g, 10%). 1H NMR (500 MHz. DMSO-d6, δ in ppm) 7.75 (s, 1H), 7.60 (s, 1H), 5.96 (s, 1H), 5.15 (s, 1H), 2.19-2.17 (m, 1H), 2.0-1.82 (m, 2H), 1.62-1.59 (m, 1H), 1.45 (s, 3H), 1.43-1.41 (m, 1H), 0.98-1.11 (m, 1H).

Provenance & Evidence