Benzoyl Peroxide → Methyl 2-(bromomethyl)benzoate

HRID 1162554Notes

Reaction equation

HRID 1162554 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C1C(=O)N([Br:19])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:7][O:6][C:4](=[O:5])[C:3]1[CH:8]=[CH:9][CH:10]=[CH:11][C:2]=1[CH2:1][Br:19]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 33094Methyl o-toluateHCID 67184N-bromobutanimide

Product 1

HCID 2734813Methyl 2-(bromomethyl)benzoate

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2-bromomethyl-benzoic acid methyl ester (Dvornikovs, V.; Smithrud, D. B.; J. Org. Chem.; 2002, 67, 2160-2167) was prepared, via the cited literature preparation, from methyl 2-methylbenzoate by alpha-bromination (NBS, benzoyl peroxide, CCl4, 80° C.).

Sources & evidence

ORD record
ord-c0b418cbb1f14f89b7192aca0d4b4038
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

Loading…