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

HRID 2120643Notes

Reaction equation

HRID 2120643 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-106c5a73609441c0bb0ac152402a1ea8
Source dataset
uspto-grants-2004_02
Patent number
US06693111B1

Reaction notes

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