Potassium Carbonate → 4-Methyl-1,3-oxazole-5-carbaldehyde Oxime

HRID 1266525Notes

Reaction equation

HRID 1266525 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][O:5][C:6]=1[CH:7]=O.Cl.[NH2:10][OH:11].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:1][C:2]1[N:3]=[CH:4][O:5][C:6]=1[CH:7]=[N:10][OH:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 149205234-Methyl-1,3-oxazole-5-carbaldehyde

Product 1

HCID 739928944-Methyl-1,3-oxazole-5-carbaldehyde Oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

0.50 g (4.50 mmol) of 4-methyl-1,3-oxazole-5-carbaldehyde [prepared from the corresponding alcohol (Chem. Ber. 1961, 1248) by Swern oxidation (Tetrahedron 34, 1651 (1978))] is initially charged in 3 ml of water and treated with 0.66 g (9.45 mmol) of hydroxylamine hydrochloride in 2 ml of water. 0.68 g (4.95 mmol) of potassium carbonate is then added. After 2 h, the mixture is filtered off with suction and the product is washed with water and dried at room temperature. The yield is 0.41 g (72.2% of theory).

Workup

  1. filtrationthe mixture is filtered off with suction
  2. washthe product is washed with water
  3. customdried at room temperature

Sources & evidence

ORD record
ord-a1fe5cc5ad3142fcbcbf7e5db484b948
Source dataset
uspto-grants-2003_04
Patent number
US06548538B2

Reaction notes

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