Benzoyl Peroxide → HCID 15614954, compound

HRID 1088548Notes

Reaction equation

HRID 1088548 reaction equation
[Br:1]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[F:27][C:28]1[CH:37]=[CH:36][C:35]2[C:30](=[CH:31][CH:32]=[C:33]([O:42][CH3:43])[C:34]=2[C:38]([F:41])([F:40])[F:39])[C:29]=1[CH3:44]>C(Cl)(Cl)(Cl)Cl>[Br:1][CH2:44][C:29]1[C:30]2[C:35](=[C:34]([C:38]([F:40])([F:41])[F:39])[C:33]([O:42][CH3:43])=[CH:32][CH:31]=2)[CH:36]=[CH:37][C:28]=1[F:27]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 15614965HCID 15614965, compound

Product 1

HCID 15614954HCID 15614954, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A suspension of N-bromosuccinimide (6.93 g, 1.1 eq), benzoyl peroxide (38 mg) and 2-fluoro-6-methoxy-1-methyl-5-(trifluoromethyl)naphthalene (9.14 g, 35.39 mmol) in carbontetrachloride (160 mL) was heated to reflux with stirring under a dry nitrogen atmosphere for 1.5 hours. The reaction mixture was cooled to room temperature and filtered. The solid was washed with carbon tetrachloride (3×30 mL). The solvent was removed from the combined CCl4 phases to provide the product as a white solid in quantitative yield. A small portion of this solid was recrystallized from hexane:ethylacetate, m.p. 97°-100° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationfiltered
  4. washThe solid was washed with carbon tetrachloride (3×30 mL)
  5. customThe solvent was removed from the combined CCl4 phases

Sources & evidence

ORD record
ord-1904b080093e4b88ad43d277962ef3ba
Source dataset
uspto-grants-1990_10
Patent number
US04962224

Reaction notes

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