Ethanol → HCID 53356846, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-chloro-6-fluoro-9-tosyl-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole (0.08 g, 0.15 mmol) in THF (5 mL), cooled to 0° C., KOH (0.042 g, 0.7 mmol) in H2O (1 mL) was added and the resulting mixture was stirred for 30 min. EtOH (4 mL) was added to the reaction mixture and heated to 60° C. for 3 h, diluted with water (10 mL) and extracted with EtOAc (4×15 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to obtain the crude compound which was purified by column chromatography [EtOAc-hexane (3:17) as eluant] to give the title compound (0.025 g, 55%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.22 (s, 1H), 7.34 (dd, J=9.0, 4.5 Hz, 1H), 7.14 (t, J=9.0 Hz, 1H), 6.70 (s, 1H), 3.09 (t, J=11.0 Hz, 1H), 2.94-2.89 (m, 1H), 2.10 (t, 6.5 Hz, 1H), 2.00-1.92 (m, 3H).

Provenance & Evidence