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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919870Generated: November 1, 2026

Benzoyl Peroxide → 5-Bromo-2-bromomethyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/919870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
Reactant5-Bromo-2-methyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid methyl esterHCID 68297198—
SolventCarbon TetrachlorideHCID 5943—
Product5-Bromo-2-bromomethyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid methyl esterHCID 6829721290.1%

Reaction Steps

A mixture of 5-bromo-2-methyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid methyl ester (2.51 g, 7.8 mmol), N-bromosuccinimide (1.53 g, 8.6 mmol), and benzoyl peroxide (189 mg, 0.78 mmol) in CCl4 (60 mL) was refluxed for 16 h. After cooling to r.t., the solvent was evaporated in vacuo, and the residue was chromatographed (0-20% EtOAc/hexanes) to give 2.82 g of the title compound. MS: (+) m/z 402.06 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271970B2
Source datasetuspto-grants-2016_03
ORD IDord-6c9282e356e84a90a550e28eab4da2a0
Source noteuspto-grants-2016_03