Hydrochloric Acid → HCID 66652223, compound

Participants

Reaction Steps

Combine [8-Methoxy-4-(4-methoxy-phenyl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-6-yl]-methanol (0.025 g, 0.074 mmol), boron tribromide (0.11 g, 0.44 mmol), and methylene chloride (1.5 ml) and stir 3 hours. Add water, ethyl acetate and 1N HCl. Rinse organic layer with water, dry over anhydrous sodium sulfate and remove solvent to yield the titled compound (0.023 g, 84%). 1H NMR (DMSO-d6) 9.18(s, 1H), 9.14 (s, 1H), 7.1 (d, J=7.9 Hz, 2H), 6.7 (d, J=7.9 Hz, 2H), 6.62 (s, 1H), 6.56 (s, 1H), 4.68 (d, J=10.1 Hz, 1H), 4.58 (d, J=9.6 Hz, 1H), 3.4 (m, 1H presumed), 2.95 (m, 1H), 2.8 (m, 2H), 2.45(m, 1H) 2.1 (m, 1H), 1.6-1.1 (m, 5H). MS m/z 371 (M−2).

Provenance & Evidence