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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 614699Generated: October 31, 2026

Benzene, 1-bromo-4-(trifluoromethyl)- → Methanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-

https://huagongshe.com/reaction/614699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
ReactantSodium 3-methoxybenzoateHCID 23719438—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductMethanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-HCID 1213941755%

Reaction Steps

This is carried out under nitrogen at -60° C. 0.29 mol (65 g) of para-bromo-trifluoromethylbenzene dissolved in 100 ml of anhydrous ether is added dropwise to 0.29 mol of butyl-lithium in solution in ether (1.48 mol/liter). The reaction is followed by gas phase chromatography; when there is no longer any remaining para-bromo-trifluoromethylbenzene, 0.29 mol (50.5 g) of sodium 3-methoxybenzoate is added. The mixture is allowed to return to ambient temperature. After stirring for 64 hours, it is hydrolysed in iced water. The batch is extracted with ether. The ether phase is dried, decolorised and concentrated. 45 g of a product which has been recrystallised from a mixture of isopropyl ether and hexane are obtained. Melting point 69° C. Yield: 55%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04146385
Source datasetuspto-grants-1979_03
ORD IDord-c5ef19d9d98d4d0d92d89040b15345d5
Source noteuspto-grants-1979_03