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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499218Generated: October 26, 2026

Toluene → 1-Methoxy-4-(pentafluoroethyl)benzene

https://huagongshe.com/reaction/499218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantPropanoic acid, 2,2,3,3,3-pentafluoro-, potassium salt (1:1)HCID 23667659—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Product1-Methoxy-4-(pentafluoroethyl)benzeneHCID 12871966—

Reaction Conditions

Temperature140 °C

Reaction Steps

8.3 g of potassium pentafluoropropionate and 9.8 g of CuI are introduced, under an inert atmosphere, into a 500 ml three-necked flask equipped with a Dean-Starck apparatus and a condenser. 90 ml of DMF and 110 ml of toluene are added. The medium is heated to 140° C. under nitrogen; 80 ml of toluene are distilled. The medium is then cooled to AT and then deoxygenated with nitrogen bubbling. 6 g of iodoanisole are then added and the medium is heated at 155° C. for 20 h. After a return to AT, the medium is diluted in 200 ml of a water/ethyl ether mixture. The medium is then filtered through Celite®. The organic phase is washed 3 times with water, dried over MgSO4 and then evaporated, to give 4.3 g of a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767681B2
Source datasetuspto-grants-2010_08
ORD IDord-4b4e220f5296480d90571edb851ea7dc
Source noteuspto-grants-2010_08