Acetic Anhydride → HCID 57890277, compound

HRID 1819825Notes

Reaction equation

HRID 1819825 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](=[C:15]([CH3:23])[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:24](OC(=O)C)(=[O:26])[CH3:25]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[C:15]([CH3:23])[C:16]([O:22][C:24](=[O:26])[CH3:25])=[CH:17][CH:18]=3)[O:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21270165HCID 21270165, compound

Product 1

HCID 57890277HCID 57890277, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-(3,4-dimethoxy-phenyl)-7-hydroxy-8-methyl-chromen-4-one (9.82 g, 31 mmol), acetic anhydride (62 ml) and pyridine (6.2 ml) were combined in a round bottom flask and heated to reflux. The reaction was cooled to room temperature after 3 hours of heating, and a crystalline solid formed. The solid was filtered and rinsed with H2O (1 L). 1H NMR in d-CDCl3 indicated pale brown crystals was acetic acid 3-(3,4-dimethoxy-phenyl)-8-methyl-4-oxo-4H-chromen-7-yl ester in 90% purity (7.214 g, 71%).

Workup

  1. temperatureheated to reflux
  2. temperatureof heating
  3. customa crystalline solid formed
  4. filtrationThe solid was filtered
  5. washrinsed with H2O (1 L)

Sources & evidence

ORD record
ord-e408e43bec9748a7830ca03d3a21fd7b
Source dataset
uspto-grants-2009_10
Patent number
US07601855B2

Reaction notes

Loading…