Acetic Acid → HCID 18762001, compound

Participants

Reaction Steps

KOH (168 mg, 3 mmol) was added to YH19 (0.32 g, 1 mmol) in MeOH (5 mL). The stirred mixture was refluxed for 2 h and then cooled to room temperature. HOAc was added to pH8 and the volatiles were evaporated. The residue was chromatographed [SiO2, CHCl3/MeOH (5:1)] to give 0.19 g (62%) of YH20; 1H NMR (270 MHz, CDCl3) δ 11.00 (br s, OH), 8.75 (br s, 1H), 8.44 (m, 2H), 8.10 (d, J=8 Hz, 2H), 7.42 (d, J=8.5 Hz, 2H), 3.94-3.84 (m, 1H), 3.63-3.52 (m, 1H), 2.69-2.58 (m, 1H), 2.42 (s, 3H), 2.42-1.98 (m, 4H); 13C NMR (270 MHz, CDCl3) δ 169.5, 151.6, 148.9, 139.0, 133.8, 132.9, 131.5, 129.6, 125.3, 120.8, 93.0, 87.4, 69.0, 55.5, 38.8, 33.2, 21.7;

Provenance & Evidence