Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426172Generated: October 27, 2026

N-bromobutanimide → 3-Bromomethyl-5-methyl-benzaldehyde

https://huagongshe.com/reaction/426172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantBenzoic acid 3,5-dimethyl-benzyl esterHCID 13146856—
CatalystTungstenHCID 23964—
SolventCarbon TetrachlorideHCID 5943—
Product3-Bromomethyl-5-methyl-benzaldehydeHCID 5918473498.7%

Reaction Steps

A mixture of benzoic acid 3,5-dimethyl-benzyl ester (24 g, 0.1M) and NBS (39.16 g, 0.22M) in carbon tetrachloride (200 ml) was refluxed for 3 hr. under a light of 500 W tungsten lamp. After cooling to room temperature, the mixture was filtered and the filtrate was evaporated in vacuo. The residue was dissolved in ether, washed with aqueous saturated sodium bicarbonate solution, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give 21 g of crude 3-bromomethyl-5-methyl-benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106064B2
Source datasetuspto-grants-2012_01
ORD IDord-4617f54282e44353853d4fc876310e6e
Source noteuspto-grants-2012_01