Benzoyl Peroxide → 6-(Bromomethyl)benzo[d]oxazole

HRID 992982Notes

Reaction equation

HRID 992982 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][O:8][C:4]=2[CH:3]=1.C1C(=O)N([Br:18])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27249696-Methylbenzoxazole

Product 1

HCID 219850576-(Bromomethyl)benzo[d]oxazole

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

6-Methylbenzoxazole was reacted with NBS (1 eq) and catalytic amount of benzoyl peroxide in CCl4 at 90° C. for 12 h to obtain 6-bromomethylbenzoxazole which was purified by flash chromatography (EtOAc:Hexane=1:5).

Sources & evidence

ORD record
ord-b72f49cdb45f447e9eaaeced37fae0f6
Source dataset
uspto-grants-2002_10
Patent number
US06472394B1

Reaction notes

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