Potassium Hydroxide → HCID 53356869, compound

Participants

Reaction Steps

6,7-Dichloro-4-tosyl-3-(trifluoromethyl)-3-(trimethylsilyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indole (0.2 g, 0.37 mmol) was dissolved in THF (10 mL) and 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 (10 mL) and extracted with EtOAc (3×20 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the crude compound which was purified by column chromatography [EtOAc-hexane (3:17) as eluant] to afford the title compound (58 mg, 52%). 1H NMR (500 MHz, CDCl3, δ in ppm) 8.05 (bs, 1H), 7.62 (s, 1H), 7.49 (s, 1H), 3.12-3.07 (m, 1H), 3.04-2.99 (m, 1H), 2.91-2.86 (m, 1H), 2.57-2.55 (m, 1H), 2.51 (s, 1H).

Provenance & Evidence