Benzoyl Peroxide → HCID 53901982, compound

HRID 726855Notes

Reaction equation

HRID 726855 reaction equation
[F:1][CH:2]([F:17])[O:3][N:4]=[C:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])[C:6]([O:8][CH3:9])=[O:7].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:36]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[F:1][CH:2]([F:17])[O:3][N:4]=[C:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][Br:36])[C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 54012352HCID 54012352, compound

Product 1

HCID 53901982HCID 53901982, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 5.1 g of o-tolylglyoxalic acid methyl ester O-difluoromethyl oxime, 0.16 g of dibenzoyl peroxide and 40 ml of carbon tetrachloride is heated to reflux. With radiation from a lamp, 3.55 g of N-bromosuccinimide are added thereto in several small portions, the mixture is left to react under reflux for 30 minutes and is then cooled to 20° C. and the succinimide which precipitates is removed by filtration. The filtrate is concentrated by evaporation; after chromatography on silica gel with hexane/ethyl acetate (6:1) pure 2-(bromomethyl)-phenylglyoxalic acid methyl ester O-difluoromethyl oxime is obtained in the form of a pale yellow oil.

Workup

  1. waitin several small portions, the mixture is left
  2. customto react
  3. temperatureunder reflux for 30 minutes
  4. customthe succinimide which precipitates
  5. customis removed by filtration
  6. concentrationThe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-93b7b75d162949c08981ffb39bfdc8a9
Source dataset
uspto-grants-1998_01
Patent number
US05710314

Reaction notes

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