Propionic Acid → 1-(2-Ethyl-4-methyloxazol-5-yl)ethanone

HRID 975037Notes

Reaction equation

HRID 975037 reaction equation
Cl[CH:2]([C:6](=[O:8])[CH3:7])[C:3](=O)[CH3:4].[C:9]([NH2:13])(=[O:12])[CH2:10][CH3:11].C(O)(=O)CC.[OH-].[Na+]>>[C:6]([C:2]1[O:12][C:9]([CH2:10][CH3:11])=[N:13][C:3]=1[CH3:4])(=[O:8])[CH3:7]

Participants

5

Reactant 4

HCID 1032Propionic AcidHCID 6578PropionamideHCID 14798Sodium HydroxideHCID 743283-Chloro-2,4-pentanedione

Product 1

HCID 189363281-(2-Ethyl-4-methyloxazol-5-yl)ethanone

Procedure

3-Chloropentane-2,4-dione (46.5 g), propionamide (50 g) and propionic acid (151 g) were heated at 145° C. for 5 hours. The mixture was cooled to room temperature, then basified to pH 10 using 10M aqueous sodium hydroxide, and extracted with dichloromethane. The combined extracts were washed with brine, dried and the solvent removed to leave a brown oil which was purified by vacuum distillation, b.p. 70° C. at 2 mbar.

Workup

  1. extractionextracted with dichloromethane
  2. washThe combined extracts were washed with brine
  3. customdried
  4. customthe solvent removed
  5. customto leave a brown oil which
  6. distillationwas purified by vacuum distillation, b.p. 70° C. at 2 mbar

Sources & evidence

ORD record
ord-f06f0e491a094a81bbefff866bae6b63
Source dataset
uspto-grants-1997_03
Patent number
US05607956

Reaction notes

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