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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661816Generated: November 2, 2026

N-bromobutanimide → HCID 22712154, compound

https://huagongshe.com/reaction/661816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-Fluoro-2-methylbenzoic acidHCID 182114—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
ProductHCID 22712154HCID 2271215496.7%

Reaction Conditions

Temperature78 °C

Reaction Steps

Step 1 A suspension of 5-fluoro-2-methylbenzoic acid (500 mg, 3.24 mmol), N-bromosuccinimide (606 mg, 3.41 mmol) and benzoyl peroxide (47 mg, 0.195 mmol) in tetrachloromethane (10 mL) was heated at 78° C. for 4 h. The hot mixture was filtered and the filtrate was concentrated to provide crude 2-(bromomethyl)-5-fluorobenzoic acid as a white solid (730 mg), used without further purification. 1H NMR (400 MHz, chloroform-d) δ 7.81 (1H, dd, J=9.2, 2.9 Hz), 7.50 (1H, dd, J=8.5, 5.4 Hz), 7.23-7.30 (1H, m), 4.98 (2H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084620B2
Source datasetuspto-grants-2011_12
ORD IDord-2bdd66867ea94a8fa3e0bb4c7e5e2b0a
Source noteuspto-grants-2011_12