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

HRID 1954688Notes

Reaction equation

HRID 1954688 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 using ether 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

Sources & evidence

ORD record
ord-e6c9a9f777f2479e9d753ac8f6dd447d
Source dataset
uspto-grants-2000_09
Patent number
US06124285

Reaction notes

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