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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306135Generated: October 26, 2026

Formamide → m-(Trifluoromethyl)benzamide

https://huagongshe.com/reaction/2306135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantImidazoleHCID 795—
ReactantDiethylene glycol dibutyl etherHCID 8210—
ReactantBenzene, 1-bromo-3-(trifluoromethyl)-HCID 9817—
ReactantTriphenylphosphineHCID 11776—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Productm-(Trifluoromethyl)benzamideHCID 74535—

Reaction Conditions

Temperature120 °C

Reaction Steps

0.491 g of bis(triphenylphosphine)-palladium(II)chloride, 0.371 g of triphenylphosphine and 2.6 g of imidazole are placed in a 200 ml glass autoclave, and then 8.01 g of 3-(trifluoromethyl)bromobenzene, 25 ml of formamide and 810.3 mg of diethylene glycol dibutylether are added as an internal gas chromatography (GC) standard. The autoclave is closed, flushed with nitrogen three times and then 5 bars carbon monoxide are applied. The reaction mixture is heated to 120° C. and stirred for 14 hours. The mixture is then cooled and the content determined by GC (0.8 ml of reaction mixture mixed with 5 ml of water, then 2 ml of diethylether added, and GC determination effected with the organic phase). The yield of title compound is 82% by weight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441233B1
Source datasetuspto-grants-2002_08
ORD IDord-6b3dc407506d4a38a3ba8739779bc9a8
Source noteuspto-grants-2002_08