Imidazole → HCID 57871386, compound

HRID 603287Notes

Reaction equation

HRID 603287 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][CH:25]=1)[C:8]1[CH2:9][O:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[C:13]([O:18]C(=O)C)[C:12]=2[CH3:22])(=O)C.N1C=CN=C1.CC1C(O)=CC=C2C=1OCC(C1C=CC(O)=CC=1)=C2>C(O)C>[CH3:22][C:12]1[C:13]([OH:18])=[CH:14][CH:15]=[C:16]2[C:11]=1[O:10][CH2:9][C:8]([C:7]1[CH:23]=[CH:24][CH:25]=[C:5]([OH:4])[CH:6]=1)=[CH:17]2

Participants

5

Reactant 3

HCID 795ImidazoleHCID 9797935HCID 9797935, compoundHCID 10131253HCID 10131253, compound

Product 1

HCID 57871386HCID 57871386, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8-Methylisoflav-3-ene-3′,7-diol was prepared from 3′,7-diacetoxy-8-methylisoflav-3-ene (0.12 g, 0.4 mmol) and imidazole (0.3 g) in ethanol (2.5 ml) as described for 8-methylisoflav-3-ene-4′,7-diol. Yield: (0.07 g, 77%) m.p. 130° C. 1H NMR (CDCl3+d6-DMSO): δ 1.95 (s, 3H, CH3), 4.98 (s, 2H, H2), 6.34 (d, 1H, J 8.0 Hz, H6), 6.61-6.94 (m, 5H, ArH), 7.08 (bt, 1H, ArH). Mass spectrum: m/z 254 (M, 100%); 253 (96); 161 (45).

Sources & evidence

ORD record
ord-0d9220cecbb4492da230757beef9cbf4
Source dataset
uspto-grants-2011_03
Patent number
US07906660B2

Reaction notes

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