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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174501Generated: October 30, 2026

Benzoic acid, 3-methyl-, methyl ester → Methyl 3-(bromomethyl)benzoate

https://huagongshe.com/reaction/1174501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 3-methyl-, methyl esterHCID 7435—
ReactantN-bromobutanimideHCID 67184—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 3-(bromomethyl)benzoateHCID 51798191.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of methyl-m-toluate (180 g, 1.2 mol) and N-bromosuccimide (235 g, 1.32 mol) in CCl4 (2 L) was added in portion benzoyl peroxide (18 g, 0.1 times) at 50° C. The mixture was refluxed for 5 h. Then the mixture was allowed to cool down to 40° C. and the solid was filtered off. The filtrate was concentrated to give methyl 3-(bromomethyl)benzoate (252 g, 91%) as light yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838522B2
Source datasetuspto-grants-2010_11
ORD IDord-181ec4240c1f44e2a3f10bfae9c463b0
Source noteuspto-grants-2010_11