Acetic Anhydride → 7-Acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-one

HRID 644153Notes

Reaction equation

HRID 644153 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][C:16]([OH:22])=[CH:17][CH:18]=3)[O:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:23](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[C:23]([O:22][C:16]1[CH:15]=[C:14]2[C:19]([C:20](=[O:21])[C:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:12][O:13]2)=[CH:18][CH:17]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5748605Cladrin

Product 1

HCID 9079857-Acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-oneYield 74%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar manner to Example 3.1 above, 3-(3,4-dimethoxyphenyl)-7-hydroxychromen-4-one (1.7 g) was reacted with acetic anhydride (10 ml) and pyridine (1.9 ml) to give 7-acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-one as colourless prisms (1.44 g, 74%).

Sources & evidence

ORD record
ord-da4b98bb7c6946e6bc882447040e6f9a
Source dataset
uspto-grants-2010_04
Patent number
US07700644B2

Reaction notes

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