Ethanol → HCID 53356848, compound

Participants

Reaction Steps

7-Chloro-6-fluoro-9-tosyl-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole (0.12 g, 0.22 mmol) was dissolved in THF (5 mL) and KOH (0.064 g, 1.0 mmol), in H2O (2 mL), was added. The reaction mixture was stirred at room temperature for 30 min., followed by the addition of EtOH (2 mL) and then heated to 60° C. for 8 h, diluted with water (10 mL) and extracted with EtOAc (2×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by column chromatography [EtOAc-hexane (1:9) as eluant] to afford the title compound as an off-white solid (0.030 g, 37%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.01 (s, 1H), 7.50-7.47 (m, 2H), 6.68 (s, 1H), 2.72-2.68 (m, 1H), 2.62-2.57 (m, 1H), 2.12-2.2.08 (m, 1H), 2.01-1.98 (m, 1H), 1.92-1.90 (m, 2H).

Provenance & Evidence