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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763072Generated: October 30, 2026

Benzoyl chloride → 2,2,3,3,3-pentafluoro-1-phenylpropan-1-one

https://huagongshe.com/reaction/1763072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHexaneHCID 8058—
ReactantIodopentafluoroethaneHCID 9636—
SolventDichloromethaneHCID 6344—
Product2,2,3,3,3-pentafluoro-1-phenylpropan-1-oneHCID 23841858%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under protective gas, 35 g (0.25 mol) of benzoyl chloride in 150 ml of CH2Cl2 are initially introduced at about -20° C. into a round-bottomed flask. 67 g (0.27 mol) of pentafluoroethyl iodide are first condensed in and 66.7 g (0.27 mol) of phosphorous acid trisdiethylamide are then metered in. The reaction mixture is subsequently stirred at 0° C. for 5 hours more. After addition of the same volume of hexane to the reaction mixture, 2 phases are formed. After phase separation, the lower phase is carefully extracted using hexane; the combined hexane phases are concentrated and distilled under reduced pressure. 20.8 g (58% yield) of pentafluoroethyl phenyl ketone of b.p. 76-77/40 mbar are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835318
Source datasetuspto-grants-1989_05
ORD IDord-a4d236dd281d44e48161701b595265b0
Source noteuspto-grants-1989_05