Benzoyl Peroxide → 4-(Benzoxazol-2-yl)benzyl bromide

HRID 6210

Reaction equation

HRID 6210 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[Br:17]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 700392-p-Tolylbenzoxazole

Product 1

HCID 110335154-(Benzoxazol-2-yl)benzyl bromide

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

A stirred solution of 20.9 g (0.1 mole) of 2-(4-methylphenyl)benzoxazole, 17.8 g (0.1 mole) of N-bromosuccinimide, and 0.4 g (0.2 mole %) of benzoyl peroxide in carbon tetrachloride is heated at reflux for 20 hours. After cooling to room temperature, the reaction is diluted by the addition of carbon tetrachloride, and the solid byproducts are removed by filtration. The filtrate is concentrated in vacuo, and the product is purified by recrystallization from benzene.

Workup

  1. temperatureat reflux for 20 hours
  2. customthe solid byproducts are removed by filtration
  3. concentrationThe filtrate is concentrated in vacuo
  4. customthe product is purified by recrystallization from benzene

Sources & evidence

ORD record
ord-5c4084f677714fefb5da04262b23b483
Source dataset
uspto-grants-1993_09
Patent number
US05247042

Linked notes

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