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

HRID 2071482Notes

Reaction equation

HRID 2071482 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)=[C:5]([F:18])[CH:4]=1)[CH3:2].[Br:19]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:19][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)=[C:5]([F:18])[CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide2×HCID 202302252-(4-Ethyl-2-fluorophenyl)-1,3-benzoxazole

Product 1

HCID 214137932-[4-(1-Bromoethyl)-2-fluorophenyl]benzoxazole

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 26 gm. 2-(4-ethyl-2-fluorophenyl) benzoxazole, 19.76 gm. of N-bromosuccinimide and 50 mg. of dibenzoyl peroxide in 150 cc. of carbon tetrachloride is refluxed until the N-bromosuccinimide is consumed. The reaction mixture is filtered and the filtrate concentrated to give a 2-[4-(1-bromoethyl)-2-fluorophenyl]benzoxazole, m.p., 103°-104° C.

Workup

  1. additionA mixture of 26 gm
  2. customis consumed
  3. filtrationThe reaction mixture is filtered
  4. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-a2cfb808dff14d75a24ee277bba2af3a
Source dataset
uspto-grants-1977_09
Patent number
US04046905

Reaction notes

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