反应详情

Combine methoxy-10-(4-methoxy-phenyl)-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-9-carboxylic acid methyl ester (9.95 g, 26.15 mmol), NaOMe (0.283 g, 5.23 mmol), methanol (32 mL), and tetrahydrofuran (125 mL), and stir under nitrogen atmosphere at 40° C. After 3 hours, concentrate reaction to dryness and add ethyl acetate. Wash with water and then brine, dry the organic phase with anhydrous sodium sulfate and concentrate to yield the titled compound (10.03 g, 99%) as a yellow-white solid. TLC Rf=0.25 in 6:1 hexanes:ethyl acetate. 1H NMR (CDCl3): 7.27 (d, 2H, J=8.8 Hz), 7.20 (d, 1H, J=8.4 Hz), 6.99 (m, 1H), 6.90 (d, 2H, J=8.4 Hz), 6.77 (dd, 1H, J=8.4, 2.6 Hz), 4.36 (d, 1H, J=12.3 Hz), 3.84 (m, 6H), 3.60 (s, 3H), 3.54 (dd, 1H, J=12.6, 2.9 Hz), 3.36 (s, 1H), 2.51 (d, 1H, J=14.1 Hz), 2.01 (m, 1H), 1.72 (m, 2H), 1.45 (m, 2H), 1.11 (m, 3H).

1. concentrationconcentrate
2. customreaction to dryness
3. washWash with water
4. dry with materialbrine, dry the organic phase with anhydrous sodium sulfate
5. concentrationconcentrate