4-acetyl-5-methyl-2-phenyloxazole N-oxide hydrochloride → 1-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-one

HRID 487745Notes

Reaction equation

HRID 487745 reaction equation
Cl.[C:2]([C:5]1[N+:6]([O-])=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:8][C:9]=1[CH3:10])(=[O:4])[CH3:3]>C(O)(=O)C.[Zn]>[C:2]([C:5]1[N:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:8][C:9]=1[CH3:10])(=[O:4])[CH3:3]

Participants

4

Reactant 1

HCID 190930604-acetyl-5-methyl-2-phenyloxazole N-oxide hydrochloride

Product 1

HCID 123378491-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-oneYield 12.6%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Next, 100 g of 4-acetyl-5-methyl-2-phenyloxazole N-oxide hydrochloride was dissolved in 500 ml of glacial acetic acid and 100 g of zinc powder was added to the solution while cool stirring within a ice water bath. The separation was filtered after addition of 2 l of water and recrystalization was carried out by addition of methanol to produce 10 g of 4-acetyl-5-methyl-2-phenyloxazole (melting point; 74° to 76° C.).

Workup

  1. temperaturewhile cool
  2. customThe separation
  3. filtrationwas filtered
  4. additionafter addition of 2 l of water and recrystalization
  5. additionwas carried out by addition of methanol

Sources & evidence

ORD record
ord-22b2523d82a0402698f11211b08c1e18
Source dataset
uspto-grants-1994_03
Patent number
US05296607

Reaction notes

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