Methanol → HCID 11523755, compound

Participants

Reaction Steps

190 mg of 6-methoxymethoxy-dimethyl phosphonate derivative from Step 3 was treated with a mixture of 20 mL of MeOH and 20 drops of concentrate HCl for overnight. After removal of most of the solvent, ethyl acetate was added and then washed with water, and dried over MgSO4. After the removal of solvents the residue was purified by flash column chromatography on silica gel (10% MeOH I DCM) to afford 90 mg of [3-(6-hydroxy-2-methyl-3,4,7,8,9,10-hexahydro-7,10-methano-2H-benzo[h]chromen-2-yl)-propyl]-phosphonic acid dimethyl ester. 1H-NMR (300 MHz, CDCl3) δ (ppm): 6.38 (s, 1H), 5.32 (s, 1H), 3.72-3.82 (m, 6H) 3.50-3.54 (m, 2H), 2.62-2.68 (m, 4H), 1.70-1.84 (m, 12H), 1.22-1.28 (s, 3H) MS: 381 (M+H+, 100%), 403 (M+Na+, 36%)

Provenance & Evidence