Potassium Hydroxide → HCID 49821197, compound

Participants

Reaction Steps

6,7-Dichloro-9-tosyl-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole (220 mg, 0.41 mmol) was dissolved in anhydrous THF-EtOH (10 mL, 1:1). KOH (117 mg, 2.06 mmol) in H2O (7 mL) was added and then stirred at room temperature for 30 min. and then at 55° C. for 20 h. The reaction mixture was diluted with water (30 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 provide the crude compound which was purified by column chromatography [EtOAc-hexane (1:9) as eluant] to afford the title compound as a white solid (130 mg, 76%). 1H NMR (500 MHz. DMSO-d6, δ in ppm) 8.17 (bs, 1H), 7.61 (s, 1H), 7.48 (s, 1H), 2.82-2.78 (m, 1H), 2.70-2.64 (m, 1H), 2.42 (s, 1H), 2.28-2.20 (m, 1H), 2.12-2.01 (m, 3H).

Provenance & Evidence