Benzoyl Peroxide → 6-Bromomethyl-nicotinic acid methyl ester

HRID 1270043Notes

Reaction equation

HRID 1270043 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[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:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 231548Methyl 6-methylnicotinate

Product 1

HCID 127522376-Bromomethyl-nicotinic acid methyl ester

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of methyl 6-methylnicotinate (50 g, 331 mmol) in carbon tetrachloride (625 mL), was added N-bromosuccinimide (59 g, 331 mmol). Further 1.0 g of benzoyl peroxide was added, the mixture was reacted at a temperature from 40 to 50° C. for 24 hours with irradiation of light from a projector.

Workup

  1. customthe mixture was reacted at a temperature from 40 to 50° C. for 24 hours with irradiation of light from a projector

Sources & evidence

ORD record
ord-780eb17e0351482aadf4b04c0a9730fc
Source dataset
uspto-grants-2007_04
Patent number
US07202093B2

Reaction notes

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