Furfural → 2,4-Pentanedione, 3-(2-furanylmethylene)-

HRID 1975713Notes

Reaction equation

HRID 1975713 reaction equation
[CH:1](=O)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9](=[O:14])[CH2:10][C:11](=[O:13])[CH3:12].C([O-])(=O)C.[NH4+]>CC(O)C>[C:11]([C:10](=[CH:1][C:2]1[O:6][CH:5]=[CH:4][CH:3]=1)[C:9](=[O:14])[CH3:8])(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 7362FurfuralHCID 31261AcetylacetoneHCID 517165Ammonium Acetate

Product 1

HCID 1075822,4-Pentanedione, 3-(2-furanylmethylene)-Yield 61%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution containing 2.9g of furfural, 5.0 g of 2,4-pentanedione and 1 g of ammonium acetate in 25ml of 2-propanol was refluxed for 3 h. The solvent was evaporated in vacuo and the residue was purified by using column chromatography. Yellowish oil, yield 61%.

Workup

  1. temperaturewas refluxed for 3 h
  2. customThe solvent was evaporated in vacuo
  3. customthe residue was purified

Sources & evidence

ORD record
ord-d02cc4a8989541cfadbcff86c908238e
Source dataset
uspto-grants-1994_02
Patent number
US05288750

Reaction notes

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