Benzoyl Peroxide → 5-(Bromomethyl)-2,4-dimethyloxazole

HRID 1587390Notes

Reaction equation

HRID 1587390 reaction equation
[Br:1]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[CH3:27][C:28]1[O:29][C:30]([CH3:34])=[C:31]([CH3:33])[N:32]=1>ClC(Cl)(Cl)Cl>[Br:1][CH2:34][C:30]1[O:29][C:28]([CH3:27])=[N:32][C:31]=1[CH3:33]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 302152,4,5-TrimethyloxazoleHCID 67184N-bromobutanimide

Product 1

HCID 223434645-(Bromomethyl)-2,4-dimethyloxazoleYield 99.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a mixture of 795 parts of dry tetrachloromethane, 40.1 parts of N-bromosuccinimide and a few parts of benzoylperoxide there were added 25 parts of 2,4,5-trimethyloxazole under a nitrogen atmosphere. The whole was stirred for 1 hour at reflux temperature. After cooling in an ice/salt bath, the reaction mixture was filtered and the filtrate was evaporated, yielding 42.7 parts (99.9%) of 5-(bromomethyl)-2,4-dimethyloxazole (interm. 9).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling in an ice/salt bath
  3. filtrationthe reaction mixture was filtered
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-24750f4fdcce4c85b52e2da75277d728
Source dataset
uspto-grants-1993_06
Patent number
US05217980

Reaction notes

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