Methanol → HCID 66652671, compound

Participants

Reaction Steps

Combine trifluoro-methanesulfonic acid 8-methoxy-4-(4-methoxy-phenyl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-6-yl ester (0.1 g, 0.22 mmol), palladium acetate (0.0393 g, 0.18 mmol), 1,3-bis(diphenylphosphino)-propane (0.0723 g, 0.18 mmol), with dDMSO (6 ml) and methanol (2 m), and heat at 80-85° C. for 12 hours under an atmosphere of carbon monoxide. Remove solvent in vacuo, take in ethyl acetate and wash 5× with water. Dry over anhydrous sodium sulfate and chromatograph the residue on silica gel with 10% ethyl acetate in hexanes to yield the titled compound (0.07 g, 88%). 1H NMR (CDCl3): 7.21 (d, J=7.9, Hz, 2H), 7.19 (s, 1H), 6.9(s, 1H), 6.86 (d, J=7.9 Hz, 2H), 3.86 (s, 3H), 3.82 (s, 3H), 3.8 (s, 3H), 3.45 (m, 1H), 3.22 (m, 1H), 3.1 (m, 2H), 2.58 (m, 1H), 2.2 (m, 1H), 1.6-1.3 (m, 5H).

Provenance & Evidence