Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2249404Generated: October 28, 2026

Methyl 4-methylbenzoate → Methyl 4-(bromomethyl)benzoate

https://huagongshe.com/reaction/2249404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-methylbenzoateHCID 7455—
ReactantN-bromobutanimideHCID 67184—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 4-(bromomethyl)benzoateHCID 25668791.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of methyl-p-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 4-methoxy carbonyl benzyl bromide (252 g, 91%) as light yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07314878B2
Source datasetuspto-grants-2008_01
ORD IDord-2b1e8847149f4e65ae4c4a7e0951817b
Source noteuspto-grants-2008_01