Potassium Hydroxide → HCID 118092993, compound

Participants

Reaction Steps

To 27D (250 mg, 0.439 mmol) in MeOH (5 mL) was added KOH (0.878 mL, 0.878 mmol) and the reaction was stirred at rt for 2 h. The reaction was concentrated and acidified with 1N HCl after addition of H2O. The sample was extracted with EtOAc (2×) and the extracts was washed with sat. NaHCO3 and brine. The solvent was removed and the residue was purified by flash column chromatography (0-60% EtOAc/hexanes) to afford 27E (172 mg, 0.409 mmol, 93% yield). MS (ESI) m/z: 421.4 (M+H)+. 1H NMR (400 MHz, CDCl3)) δ ppm 7.83-8.07 (m, 2H) 7.33 (s, 5H) 5.14 (s, 2H) 4.92-5.03 (m, 1H) 4.78 (d, J=7.91 Hz, 1H) 4.70 (d, J=14.94 Hz, 1H) 4.49-4.60 (m, 1H) 4.39 (d, J=6.15 Hz, 1H) 4.06-4.19 (m, 1H) 3.90-4.03 (m, 2H) 3.65-3.78 (m, 1H) 2.84 (s, 3H).

Provenance & Evidence