Benzoyl Peroxide → HCID 20372291, compound

HRID 1284278Notes

Reaction equation

HRID 1284278 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([F:20])([F:19])[C:10]([F:18])([F:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Br:21]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1[C:3]([C:9]([F:19])([F:20])[C:10]([F:17])([F:18])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][CH:5]=[CH:6][C:7]=1[CH2:8][Br:21]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 20372225HCID 20372225, compound

Product 1

HCID 20372291HCID 20372291, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4.0 g. (0.0142 mole) of 2,3-dimethyl-α,α,α',α'-tetrafluorobibenzyl, 2.52 g. (0.0142 mole) of N-bromosuccinimide, about 50 mg. of benzoyl peroxide, and 100 ml. of carbon tetrachloride is stirred at reflux for 21/2 hours. After cooling, the precipitate of succinimide is removed by filtration and the filtrate is evaporated to dryness under reduced pressure. The residual solid is recrystallized from petroleum ether to yield the white crystalline product, m.p. 67°-71°C. Repeated recrystallization from petroleum ether affords the analytical sample, m.p. 69°-71°C.

Workup

  1. additionA mixture of 4.0 g
  2. temperatureat reflux for 21/2 hours
  3. temperatureAfter cooling
  4. customthe precipitate of succinimide is removed by filtration
  5. customthe filtrate is evaporated to dryness under reduced pressure
  6. customThe residual solid is recrystallized from petroleum ether
  7. customto yield the white crystalline product, m.p. 67°-71°C
  8. customrecrystallization from petroleum ether
  9. customaffords the analytical sample, m.p. 69°-71°C.

Sources & evidence

ORD record
ord-106ff83201964042badf40e9d9cc8f91
Source dataset
uspto-grants-1976_08
Patent number
US03978127

Reaction notes

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