Benzoyl Peroxide → HCID 20461683, compound

HRID 543503Notes

Reaction equation

HRID 543503 reaction equation
[F:1][CH:2]([F:19])[CH:3]([N:8]1[C:12](=[O:13])[C:11]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]2[C:9]1=[O:18])[CH2:4][C:5]([CH3:7])=[CH2:6].[Br:20]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[F:19][CH:2]([F:1])[CH:3]([N:8]1[C:9](=[O:18])[C:10]2=[CH:17][CH:16]=[CH:15][CH:14]=[C:11]2[C:12]1=[O:13])[CH2:4][C:5](=[CH2:7])[CH2:6][Br:20]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 20461678HCID 20461678, compound

Product 1

HCID 20461683HCID 20461683, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 1,1-difluoro-2-phthalimido-4-methyl-4-pentene (17.8 g, 67.2 mmoles) prepared as in Step B above, N-bromosuccinimide (14.4 g, 80.6 mmoles), carbon tetrachloride (200 mL) and benzoyl peroxide (4 times one end of spatula during the heating period) is heated under strong reflux (325 W lamp) during 6.5 hours. After cooling, the solution is extracted 3 times with water, dried over magnesium sulfate, and concentrated. The oily residue obtained is used for the next step without further purification.

Workup

  1. temperatureis heated
  2. temperatureunder strong reflux (325 W lamp) during 6.5 hours
  3. temperatureAfter cooling
  4. extractionthe solution is extracted 3 times with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe oily residue obtained
  8. customis used for the next step without further purification

Sources & evidence

ORD record
ord-77c5990670644c1ea30dbf55a5d94101
Source dataset
uspto-grants-1984_05
Patent number
US04446151

Reaction notes

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