Imidazole → HCID 9856679, compound

HRID 603285Notes

Reaction equation

HRID 603285 reaction equation
C([O:4][C:5]1[C:14]([O:15]C(=O)C)=[C:13]2[C:8]([C:9](OC)=[C:10]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:11][O:12]2)=[CH:7][CH:6]=1)(=O)C.N1C=CN=C1.[O:32]1C2C(=CC=C(O)C=2O)C=C(C2C=CC(O)=CC=2)[CH2:33]1>C(O)C>[CH3:33][O:32][C:22]1[CH:21]=[CH:20][C:19]([C:10]2[CH2:11][O:12][C:13]3[C:8]([CH:9]=2)=[CH:7][CH:6]=[C:5]([OH:4])[C:14]=3[OH:15])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 10198992HCID 10198992, compoundHCID 54313970HCID 54313970, compound

Product 1

HCID 9856679HCID 9856679, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4′-Methoxyisoflav-3-ene-7,8-diol was prepared from 7,8-diacetoxy-4-methoxyisoflav-3-ene (0.15 g, 0.4 mmol) and imidazole (0.4 g) in ethanol (1.6 ml) as described for isoflav-3-ene-4′,7-8-triol. Yield: (0.73 g, 61%). 1H NMR (CDCl3+d6-DMSO): δ 3.83 (s, 3H, OCH3), 5.15 (s, 2H, H2), 6.51 (d, 1H, J 8.3 Hz, H6), 6.58 (d, 1H, J 8.3 Hz, H5), 6.68 (bs, 1H, H4), 6.92 (d, 1H, J 8.7 Hz, ArH), 7.35 (d, 2H, J 8.7 Hz, ArH). Mass spectrum: m/z 270 (M, 5%); 256 (100); 255 (70); 239 (20); 181 (25).

Sources & evidence

ORD record
ord-ba8fbdd48b6449e28b227f96b790de60
Source dataset
uspto-grants-2011_03
Patent number
US07906660B2

Reaction notes

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