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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358791Generated: November 3, 2026

Benzene, 1,3-bis(trifluoromethyl)- → 3-Bromo-4-(trifluoromethoxy)benzaldehyde

https://huagongshe.com/reaction/1358791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1,3-bis(trifluoromethyl)-HCID 223106—
Reactant3-Bromo-4-(trifluoromethoxy)benzoyl chlorideHCID 18185838—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
Product3-Bromo-4-(trifluoromethoxy)benzaldehydeHCID 1315041674%

Reaction Conditions

Temperature105 °C

Reaction Steps

0.5 g of 5% palladium on barium sulfate (recovered from Example 1) and 48 g of 3-bromo-4-trifluoromethoxybenzoyl chloride were placed in a reaction vessel at room temperature with exclusion of water. A gentle stream of hydrogen gas was then introduced at atmospheric pressure. The mixture was subsequently heated to 100-110° C. and hydrogen gas was introduced continuously at atmospheric pressure. After liberation of acidic offgases had ceased (11 hours), the mixture was cooled to room temperature, the catalyst was removed by filtration and the filtrate was distilled at 25 mbar. At a boiling point of 112° C., 3-bromo-4-trifluoromethoxybenzaldehyde was obtained in a yield of 31.3 g. This corresponds to a yield of 74% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596906B2
Source datasetuspto-grants-2003_07
ORD IDord-12eb12c1259e4a398547ade1cb6479d5
Source noteuspto-grants-2003_07