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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277631Generated: October 26, 2026

N-bromobutanimide → Methyl 2-(bromomethyl)-4-cyanobenzoate

https://huagongshe.com/reaction/2277631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 4-cyano-2-methylbenzoateHCID 18766060—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(bromomethyl)-4-cyanobenzoateHCID 23359115100.4%

Reaction Steps

A mixture of 4-cyano-2-methyl-benzoic acid methyl ester (12.5 g, 71.35 mmol), NBS (12.7 g, 71.35 mmol) and di-benzoyl peroxide (BPO) (0.8 g, 3.28 mmol) in CCl4 (200 mL) was heated to reflux temperature for 3 hours. After it was cooled to room temperature, the reaction mixture was filtered. The filtrate was concentrated in vacuo to give a crude product (18.2 g) which was used in the next step reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133158B2
Source datasetuspto-grants-2015_09
ORD IDord-85972f8c71f340ccadb798db818c093b
Source noteuspto-grants-2015_09