Acetic Anhydride → HCID 9951145, compound

HRID 603270Notes

Reaction equation

HRID 603270 reaction equation
OC1C(O)=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:57]=[CH:56][C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:40](=[C:41]([O:52][C:53](=[O:55])[CH3:54])[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]([O:52][C:53](=[O:55])[CH3:54])=[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:57][CH:56]=3)=[CH:38][O:39]2)=[CH:44][CH:43]=1)(=[O:51])[CH3:50]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 5481240RetusinHCID 9930621HCID 9930621, compound

Product 1

HCID 9951145HCID 9951145, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

7,8-Diacetoxy-4′-methoxyisoflavone was prepared from 7,8-dihydroxy-4′-methoxyisoflavone (0.82 g, 2.9 mmol), acetic anhydride (4.9 ml) and pyridine (0.9 ml) as described for 4′,7,8-triacetoxyisoflavone. Yield: (0.9 g, 85%) m.p. 165° C. 1H NMR (CDCl3): δ 2.36, 2.42 (each s, 3H, OCOCH3), 3.84 (s, 3H, OCH3), 6.98 (d, 2H, J 9.0 Hz, ArH), 7.25 (d, 1H, J 8.7 Hz, H6), 7.48 (d, 2H, J 9.0 Hz H8), 7.95 (s, 1H, H2), 8.20 (d, 1H, J 9.1 Hz, H5). Mass spectrum: m/z 368 (M, 20%); 326 (15); 312 (18); 284 (80):

Sources & evidence

ORD record
ord-25e053eb11174d47b8ddbda28372b1ad
Source dataset
uspto-grants-2011_03
Patent number
US07906660B2

Reaction notes

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