Diazomethane → 2,4,5-Trimethyl-1,2-oxazol-3(2H)-one

HRID 1358149Notes

Reaction equation

HRID 1358149 reaction equation
[OH:1][C:2]1[C:6]([CH3:7])=[C:5]([CH3:8])[O:4][N:3]=1.[N+](=[CH2:11])=[N-]>CCOCC>[CH3:11][N:3]1[C:2](=[O:1])[C:6]([CH3:7])=[C:5]([CH3:8])[O:4]1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 178435008HCID 178435008, compound

Product 1

HCID 133957892,4,5-Trimethyl-1,2-oxazol-3(2H)-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-hydroxy-4,5-dimethylisoxazole (7 g, 62 mmol) in ether (50 mL) was added diazomethane until a persistent yellow colour was obtained. The reaction was stirred for another 30 min at room temperature. The ether was evaporated off and the residue purified by column chromatography on silica gel suing either as eluent. 4 g of the desired material was obtained.

Workup

  1. customwas obtained
  2. customThe ether was evaporated off
  3. customthe residue purified by column chromatography on silica gel suing either as eluent

Sources & evidence

ORD record
ord-5c1f568804f74606915baca2281f6a8d
Source dataset
uspto-grants-2003_07
Patent number
USRE038200E1

Reaction notes

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