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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904793Generated: October 30, 2026

Toluene → 3-Bromo-4-fluorobenzaldehyde

https://huagongshe.com/reaction/904793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-Bromo-4-fluorobenzoyl chlorideHCID 69598—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product3-Bromo-4-fluorobenzaldehydeHCID 17360488.6%

Reaction Conditions

Temperature85 °C

Reaction Steps

2 g of palladium/activated carbon (5% by weight of Pd) and 350 g of toluene are heated for 1 hour at 75° C. in a three-necked flask equipped with a gas inlet tube, a reflux condenser and a stirrer while water gas (CO:H2 =1) is being passed through. 70.0 g of 3-bromo-4-fluorobenzoyl chloride prepared as in Example 3 were then added and hydrogen was passed in instead of water gas. The temperature was increased to 85° C. After 4 hours 95% of the amount of hydrogen chloride expected had been split off. After cooling down, the reaction mixture was filtered and the filtrate was distilled off. 53 g of 3-bromo-4-fluorobenzaldehyde, boiling point 112° C./20 mbars, nD30 1.5685 and melting point: 30° C., were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04420433
Source datasetuspto-grants-1983_12
ORD IDord-8f5ccac8207f4fe1995a385fccc555b9
Source noteuspto-grants-1983_12