Water → HCID 66652135, compound

Participants

Reaction Steps

Combine 8-Methoxy-4-(4-methoxy-phenyl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalene-6-carboxylic acid methyl ester (0.16 g, 0.44 mmol), lithium aluminum hydride (0.08 g, 1.31 mmol) in tetrahydrofuran (10 ml) and stir for 2.5 hours. Add water (0.05 g), add 15% NaOH (0.05 g), add water (0.15 g) and stir 30 minutes. Add EtOAC, filter ppt. Rinse organic layer with water, then 1 n HCl, then water. Dry over anhydrous sodium sulfate and remove solvent in vacuo to yield the titled compound (0.153 g, 100%). H NMR (CDCl3): 7.22 (d, J=8.8, Hz, 2H), 6.87 (d, J=8.4 Hz, 2H), 6.82 (s, 1H), 6.71(s, 1H), 4.7 (s, 2H), 3.81 (s, 3H), 3.45 (m, 1H), 3.1 (m, 1H), 2.85 (m, 2H), 2.55 (m, 1H), 2.2 (m, 1H), 1.6-1.3 (m, 5H).

Provenance & Evidence