Acetic Anhydride → HCID 9949151, compound

HRID 603273Notes

Reaction equation

HRID 603273 reaction equation
OC1C(C)=C2C(C(=O)C(C3C=CC(OC)=CC=3)CO2)=CC=1.C(OC(=O)C)(=O)C.[C:29]([O:32][C:33]1[CH:54]=[CH:53][C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:40](=[C:41]([CH3:52])[C:42]([O:48][C:49](=[O:51])[CH3:50])=[CH:43][CH:44]=3)[O:39][CH:38]=2)=[CH:35][CH:34]=1)(=O)C>N1C=CC=CC=1>[C:49]([O:48][C:42]1[C:41]([CH3:52])=[C:40]2[C:45]([C:46](=[O:47])[C:37]([C:36]3[CH:35]=[CH:34][C:33]([O:32][CH3:29])=[CH:54][CH:53]=3)=[CH:38][O:39]2)=[CH:44][CH:43]=1)(=[O:51])[CH3:50]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 9819870HCID 9819870, compoundHCID 57134110HCID 57134110, compound

Product 1

HCID 9949151HCID 9949151, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

7-Acetoxy-4′-methoxy-8-methylisoflavone was prepared from 7-hydroxy-4′-methoxy-8-methylisoflavanone (3.0 g, 10.6 mmol), acetic anhydride (10 ml) and pyridine (2.0 ml) as described for 4′,7-diacetoxy-8-methylisoflavone. Yield: (2.0 g, 58%) m.p. 190-192° C. 1H NMR (CDCl3): δ 2.31 (s, 3H, CH3), 2.38 (s, 3H, OCOCH3), 3.84 (s, 3H, OMe), 6.98 (d, 2H, J 8.7 Hz, ArH), 7.12 (d, 1H, J 8.6 Hz, H6), 7.52 (d, 2H, J 8.7 Hz, ArH), 8.03 (s, 1H, H2), 8.18 (d, 1H, J 8.6 Hz, H5). Mass spectrum: 325 (M+1, 13%); 324 (M, 58%); 282 (100); 281 (42).

Sources & evidence

ORD record
ord-6c325c54578b4a9fb90298751b9cd3f7
Source dataset
uspto-grants-2011_03
Patent number
US07906660B2

Reaction notes

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