Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405700Generated: October 30, 2026

Potassium Carbonate → 5-(3-(3,5-Dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)-2-fluorobenzonitrile

https://huagongshe.com/reaction/405700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 2758231—
Reactant3'-Cyano-4'-fluoroacetophenoneHCID 22458389—
SolventTolueneHCID 1140—
Product5-(3-(3,5-Dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)-2-fluorobenzonitrileHCID 8664218946%

Reaction Steps

163 mg of 1-(3,5-Dichloro-phenyl)-2,2,2-trifluoro-ethanone (VIa) (Journal of Physical Organic Chemistry (1989), 2(4), 363-6), 486 mg of 5-acetyl-2-fluoro-benzonitrile (CAS:288309-07-9) and 276 mg of potassium carbonate in 5 ml of dry toluene were refluxed for 72 hours. The solvent was then evaporated under reduced pressure and the residue was purified on silica gel (eluent hexane/ethyl acetate 6:1) affording 5-[3-(3,5-Dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-2-fluoro-benzonitrile as a yellow resin in 46% yield (solidified on standing). 1H-NMR (CDCl3, δ in ppm): 8.05-8.11 (m, 2H), 7.33-7.43 (m, 3H), 7.15 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754053B2
Source datasetuspto-grants-2014_06
ORD IDord-90326a1cc41442708b215db59f93bddc
Source noteuspto-grants-2014_06