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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403930Generated: October 25, 2026

Benzoyl Peroxide → Methyl 5-bromo-2-(bromomethyl)benzoate

https://huagongshe.com/reaction/403930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 5-bromo-2-methylbenzoateHCID 316201—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 5-bromo-2-(bromomethyl)benzoateHCID 12929136—

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 5-bromo-2-methylbenzoate (1.0 g, 0.45 mol) was dissolved in carbon tetrachloride (15 mL) to which benzoyl peroxide (40 mg) and NBS (1.49 g, 0.83 mol) were added and the reaction mixture was refluxed at 80° C. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through celite. The filtrate was concentrated to obtain a crude material containing 95% mono bromo and 5% dibromo product. The crude material was used directly for the preparation of compound of example 329 without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748426B2
Source datasetuspto-grants-2014_06
ORD IDord-7875f7d7fe034f53bb73702107925f53
Source noteuspto-grants-2014_06