Benzoyl Peroxide → 2-[4-(1-Bromoethyl)phenyl]benzoxazole

HRID 268499Notes

Reaction equation

HRID 268499 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1)[CH3:2].[Br:18]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:18][CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide2×HCID 39933832-(4-Ethyl-phenyl)-benzooxazole

Product 1

HCID 234591652-[4-(1-Bromoethyl)phenyl]benzoxazole

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 7.1 gm. of 2-(4-ethylphenyl) benzoxazole in 125 cc. of carbon tetrachloride is added 6.2 gm. of N-bromosuccinimide and 50 mg. of benzoyl peroxide. The mixture is refluxed for about one half hour at which time the N-bromosuccinimide was consumed. Filtration followed by concentration of the filtrate gives 2-(4-[1-bromoethyl]phenyl)benzoxazole, m.p. 128°-131°C.

Workup

  1. customwas consumed
  2. filtrationFiltration

Sources & evidence

ORD record
ord-3aafaef2dd9b423588de63ceee196fc0
Source dataset
uspto-grants-1976_03
Patent number
US03947582

Reaction notes

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