Reaction #690463
ord-2a7699a043d14b8aae3a694e4283f28b
Reaction equation
3′,7-diacetoxyisoflav-3-ene
imidazole
isoflav-3-ene-4′,7-diol
→
Isoflav-3-ene-3′,7-diol
Reagents
None
Solvents
Conditions
Detailed conditions
See reaction.notes.procedure_details.
Procedure
Isoflav-3-ene-3′,7-diol was prepared from 3′,7-diacetoxyisoflav-3-ene (0.09 g, 0.3 mmol) and imidazole (0.3 g) in ethanol (2.0 ml) as described for isoflav-3-ene-4′,7-diol. Yield: (0.04 g, 60%). 1H NMR (CDCl3+d6-DMSO): δ 4.94 (s, 2H, H2), 6.21 (d, 1H, J 2.0 Hz, H8), 6.29 (dd, 1H, J 2.3 Hz, 8.3 Hz, H6), 6.62 (m, 1H, ArH), 6.64 (bs, 1H, H4), 6.75-6.82 (m, 3H, ArH), 7.07 (t, 1H, J 7.9 Hz, ArH), 8.99-9.17 (bs, 2H, OH).