Benzoyl Peroxide → Methyl 3-(bromomethyl)benzoate
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5.5 g (36 mmol) of methyl 3-methylbenzoate, 7.1 g (39.5 mmol) of N-Bromosuccinimide and 0.44 g (1.8 mmol) of benzoyl peroxide in 75 ml of Cl4C is refluxed for 5 h. The solid is filtered and washed with Cl4C. The mother liquors are concentrated and a yellow solid is obtained which is, essentially, monobromated product. This is used in the next step without further purification.
Workup
- temperatureis refluxed for 5 h
- filtrationThe solid is filtered
- washwashed with Cl4C
- concentrationThe mother liquors are concentrated
- customa yellow solid is obtained which
- customThis is used in the next step without further purification
Sources & evidence
- ORD record
- ord-be0a5fcfdd5242d0a7929c42ccb8756c
- Source dataset
- uspto-grants-2009_07
- Patent number
- US07557212B2
Reaction notes
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