Ethyl Acetate → HCID 66651979, compound

Participants

Reaction Steps

Combine 1-[3-Hydroxy-9-(4-hydroxy-phenyl)-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-2-yl]-ethanone (0.013 g, 0.04 mmol) and NaBH4 (0.016 g, 0.42 mmol) in ethanol (1.5 ml) and heat at 60° C. for 30 minutes. Remove solvent in vacuo and take into ethyl acetate, water, and sodium bicarbonate solution solution. Separate organic layer and wash with water. Dry over anhydrous sodium sulfate and remove solvent in vacuo to yield the titled compound (0.014 g, 100%). 1H NMR (CD30D): 7.16 (d, J=7.9 Hz, 2H), 7.1 (s, 1H), 6.78 (d, J=8.4 Hz, 2H), 5.12 (m, 1H), 3.2 (m, 3H), 2.8 (dd, J=10.5 and 7.5 Hz, 1H), 2.5 (m, 1H), 2.34 (m, 1H), 2.05 (m, 1H), 1.8-1.6 (m, 2H), 1.48 (m, 3H), 1.4-0.8 (m, 4H). MS m/z 337 (M−1).

Provenance & Evidence