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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170619Generated: October 26, 2026

N-bromobutanimide → Methyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/2170619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 1-(p-tolyl)cyclopropanecarboxylateHCID 57443305—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylateHCID 5744330697.7%

Reaction Steps

To a solution of methyl 1-(p-tolyl)cyclopropanecarboxylate (622 mg, 3.27 mmol) in carbon tetrachloride (16 mL) was added N-bromosuccinimide (611 mg) followed by benzoyl peroxide (40 mg). The resulting solution was heated at reflux overnight, and then diluted with methylene chloride. The mixture was washed with brine, dried on MgSO4, and concentrated to afford a colorless oil (860 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051265B2
Source datasetuspto-grants-2015_06
ORD IDord-1017ed48bbb74551815cae6c241a20de
Source noteuspto-grants-2015_06