HCID 18762004, compound → HCID 69905062, compound

Participants

Reaction Steps

A mixture of YH19 (0.15 g, 0.468 mmol) and Pd(C) (10%, 20 mg) in MeOH (10 mL) was hydrogenated at atmospheric pressure and room temperature for one day. The catalyst was removed by filtration through Celite and the filtrate was concentrated. The residue was chromatographed [SiO2, CHCl3/MeOH (60:1)] to give 0.15 g (95%) of YH22; 1H NMR (400 MHz, CDCl3) δ 8.38 (br s, 2H), 7.91-7.80 (m, 2H), 7.40 (s, 1H), 7.16-7.14 (m, 2H), 3.85 (s, 3H), 3.23-3.16 (m, 1H), 3.05-2.87 (m, 5H), 2.30-2.22 (m, 1H), 2.18-2.08 (m, 1H), 2.09 (s, 3H), 1.92-1.84 (m, 1H), 1.81-1.72 (m, 1H), 1.67-1.57 (m, 1H); 13C NMR (400 MHz, CDCl3) δ 166.9, 148.6, 147.3, 146.2, 138.3, 136.5, 134.5, 129.7, 128.0, 68.6, 56.9, 51.9, 40.2, 37.4, 35.0, 34.4, 22.4;

Provenance & Evidence