Potassium Hydroxide → HCID 52943430, compound

Participants

Reaction Steps

6,8-Dichloro-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole (0.4 g, 1.0 mmol) was dissolved in THF (5 mL) and KOH (280 mg, 5.0 mmol) in H2O (5 mL), was added. The resulting mixture stirred at room temperature for 2 h, diluted with water (20 mL) and extracted with EtOAc (3×20 mL). The combined organic extracts were then dried over Na2SO4 and concentrated under reduced pressure to give the crude residue which was purified by column chromatography [EtOAc-hexane (1:19) as eluant] to provide the title compound as a white solid (100 mg, 26%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.03 (s, 1H), 7.57 (d, J=1.5 Hz, 1H), 7.32 (d, J=1.5 Hz, 1H), 6.6 (s, 1H), 2.72-2.64 (m, 2H), 2.23-2.19 (m, 1H), 2.0-1.9 (m, 3H).

Provenance & Evidence