Imidazole → HCID 10221460, compound

HRID 603289Notes

Reaction equation

HRID 603289 reaction equation
C([O:4][C:5]1[CH:25]=[CH:24][C:8]([C:9]2[CH2:10][O:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[C:14]([O:19]C(=O)C)[C:13]=3[CH3:23])=[CH:7][C:6]=1[O:26][CH3:27])(=O)C.N1C=CN=C1.CC1C(O)=CC=C2C=1OCC(C1C=CC(O)=CC=1)=C2>C(O)C>[CH3:27][O:26][C:6]1[CH:7]=[C:8]([CH:24]=[CH:25][C:5]=1[OH:4])[C:9]1[CH2:10][O:11][C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[C:14]([OH:19])[C:13]=2[CH3:23]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 9864063HCID 9864063, compoundHCID 10131253HCID 10131253, compound

Product 1

HCID 10221460HCID 10221460, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3′-Methoxy-8-methylisoflav-3-ene-4′,7-diol was prepared from 4′,7-diacetoxy-3′-methoxy-8-methylisoflav-3-ene (0.21 g, 0.6 mmol) and imidazole (0.52 g) in ethanol (4 ml) as described for 8-methylisoflav-3-ene-4′,7-diol. Yield: (0.1 g, 63%). 1H NMR (CDCl3): δ 2.14 (s, 3H, CH3), 3.94 (s, 3H, OMe), 5.11 (s, 2H, H2), 6.42 (d, 1H, J 8.3 Hz, H6), 6.64 (bs, 1H, ArH), 6.80 (d, 1H, J 7.9 Hz, ArH), 6.94 (m, 2H, ArH), 7.12 (m, 1H, ArH), 7.26, 7.70 (each bs, 1H, OH).

Sources & evidence

ORD record
ord-60f6814a49604fa98db7e496115b5caf
Source dataset
uspto-grants-2011_03
Patent number
US07906660B2

Reaction notes

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