Potassium Hydroxide → HCID 50925481, compound

Participants

Reaction Steps

To (5,7-Dichloro-3-(trifluoromethyl)-3-(trimethylsilyloxy)-2,3-dihydrocyclopenta[b]indole-4(1H)-yl)methyl pivalate (0.32 g, 0.6 mmol) in THF (6.0 mL), cooled to 0° C., KOH (0.18 g, 3.2 mmol), in H2O (6.0 mL) was added. The reaction mixture was slowly warmed to room temperature and stirred for 16 h, diluted with water (10 mL) and extracted with CH2Cl2 (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by silica gel chromatography [EtOAc-hexane (3:17) as eluant] to afford the title compound as a white solid (0.80 g, 40%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.75 (s, 1H), 7.55 (s, 1H), 7.30 (d, 1.5 Hz, 1H), 6.83 (s, 1H), 2.93-2.88 (m, 2H), 2.78-2.74 (m, 1H), 2.53-2.50 (m, 1H).

Provenance & Evidence