Ethanol → HCID 53356863, compound

Participants

Reaction Steps

To a solution of 6,7-dichloro-2,2-difluoro-9-tosyl-1-(trifluoromethyl)-1-(trimethylsilyloxy)-2,3,4,9-tetrahydro-1H-carbazole (0.090 g, 0.2 mmol) in THF (5 mL), cooled to 0° C., KOH (0.064 g, 1.0 mmol) in H2O (2 mL), was added and the reaction mixture was slowly cooled to room temperature and stirred for an additional 30 min EtOH (2 mL) was added to the reaction mixture and stirred at 80° C. for 4 h, diluted with water (20 mL) and extracted with EtOAc (3×30 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 (3:17) as eluant] to give the title compound (0.025 g, 31%). 1H NMR (500 MHz, CDCl3, in ppm) 8.26 (bs, 1H), 7.63 (s, 1H), 7.52 (s, 1H), 3.31 (d, J=3.5 Hz, 1H), 2.97-2.94 (m, 2H), 2.61-2.52 (m, 2H).

Provenance & Evidence