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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500249Generated: October 25, 2026

Potassium Carbonate → (R)-3-(4-Trifluoromethylphenyl)-butyramide

https://huagongshe.com/reaction/1500249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantBut-2-enamideHCID 31877—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Catalystethene;(Z)-4-hydroxypent-3-en-2-one;rhodiumHCID 11010647—
SolventWaterHCID 962—
Product(R)-3-(4-Trifluoromethylphenyl)-butyramideHCID 44236521—

Reaction Conditions

Temperature100 °C

Reaction Steps

Acetylacetonatobis(ethylene)rhodium(I) (0.3 mmol), (S)-(−)-2,2′-Bis(diphenyl-phosphino)-1,1′-binaphthalene (0.045 mmol), 4-(trifluoromethyl)phenylboronic acid (2 mmol), K2CO3 (0.5 mmol), and but-2-enoic acid amide (1 mmol) are added into a 25-mL round-bottomed flask containing a magnetic stirrer bar, a septum inlet, and a reflux condenser. The flask is flashed with argon and then charged with 1,4-dioxane (3 mL) and de-ionized H2O (0.5 mL). The reaction mixture is stirred for 16 hours at 100° C. The (R)-3-(4-trifluoromethylphenyl)butyramide is extracted with ethyl acetate, washed with brine, and dried over anhydrous magnesium sulfate. Chromatography over silica gel gives the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206143B2
Source datasetuspto-grants-2015_12
ORD IDord-fd2ea75ce6ea438a88c7d78b862d7e25
Source noteuspto-grants-2015_12