Potassium Hydroxide → HCID 52943808, compound

Participants

Reaction Conditions

Reaction Steps

9-Tosyl-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile (0.03 g, 0.06 mmol) was dissolved in THF (2 mL) and KOH (11 mg, 0.2 mmol), in H2O (2 mL) was added. The reaction mixture was heated to 55° C. for 24 h, then cooled to room temperature, diluted with water (5 mL) and extracted with EtOAc (3×5 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 a white solid (15 mg, 79%). 1H NMR (500 MHz, CDCl3, δ in ppm) 8.4 (bs, 1H), 7.9 (s, 1H), 7.49 (d, J=9.0 Hz, 1H), 7.44 (d, J=8.0 Hz, 1H), 2.89-2.85 (m, 1H), 2.76-2.74 (m, 1H), 2.45 (s, 1H), 2.32-2.28 (m, 1H), 2.14-2.12 (m, 2H), 2.05-2.03 (m, 1H).

Provenance & Evidence