Potassium Hydroxide → HCID 53356883, compound

Participants

Reaction Steps

To 7,8-dichloro-4-tosyl-3-(trifluoromethyl)-3-(trimethylsilyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indole (0.2 g, 0.3 mmol) in THF (10 mL), KOH (104 mg, 1.8 mmol) in H2O (10 mL) was added and the resulting mixture was refluxed for 18 h. The reaction mixture was diluted with water (20 mL) and extracted with EtOAc (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the crude compound which was purified by column chromatography (10% EtOAc-hexane) to afford the title compound as a white solid (58 mg, 53%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.70 (s, 1H), 7.35 (d, 8.5 Hz, 1H), 7.28 (d, J=9.0 Hz, 1H), 6.90 (s, 1H), 3.12-3.07 (m, 1H), 2.97-2.88 (m, 2H), 2.88-2.50 (m, 1H).

Provenance & Evidence