Sodium Acetate → 7-Methoxyflavone

HRID 2301344Notes

Reaction equation

HRID 2301344 reaction equation
O[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10](=[O:20])[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13].C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:9][O:8][C:6]1[CH:5]=[C:4]2[C:3]([C:10](=[O:20])[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13]2)=[CH:2][CH:7]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 114145481-(2-Hydroxy-4-methoxyphenyl)-3-phenylpropane-1,3-dione

Product 1

HCID 4662687-MethoxyflavoneYield 70%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

240 mg (0.89 mmol) of 1-(2-hydroxy-4-methoxy-phenyl)-3-phenyl-propan-1,3-dione was dissolved in acetic acid, and 0.73 g (8.9 mmol) of sodium acetate was added thereto. The mixture was refluxed overnight. Acetic acid was removed by distillation under reduced pressure, and then the residue was purified by silica gel column chromatography (eluent: n-hexane/ethylacetate=5/1, v/v) to give the title compound in a yield of 70%.

Workup

  1. temperatureThe mixture was refluxed overnight
  2. customAcetic acid was removed by distillation under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (eluent

Sources & evidence

ORD record
ord-59fd021b16774d859d824e784f15c118
Source dataset
uspto-grants-2002_12
Patent number
US06500846B1

Reaction notes

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