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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 659189Erstellt: 25. Oktober 2026

Tricyclohexylphosphine → Methyl 2-cyclopropyl-4-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/659189

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTricyclohexylphosphineHCID 75806—
EduktCyclopropylboronic acidHCID 2760897—
EduktPotassium phosphate, tribasic, monohydrateHCID 22031701—
EduktMethyl 2-bromo-4-(trifluoromethyl)benzoateHCID 46311084—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
ProduktMethyl 2-cyclopropyl-4-(trifluoromethyl)benzoateHCID 5943848771%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of 400 mg (1.413 mmol) 2-bromo-4-trifluoromethyl-benzoic acid methyl ester, 146 mg (1.696 mmol) cyclopropyl boronic acid, 1.21 g (4.946 mmol) tri-potassium phosphate monohydrate, 40.9 mg (0.141 mmol) tricyclohexyl phosphine in 6 ml toluene and 0.3 ml water under nitrogen at room temperature, was added 15.9 mg (0.0707 mmol) palladium acetate. The mixture was stirred in a 100° C. oil bath for 4 hours and overnight at room temperature under nitrogen. The mixture was cooled to room temperature. Water was added and the mixture extracted with ethyl acetate. The organic layer was washed once with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%) to provide 0.24 g (71%) of the title compound as a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08080541B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-18c8372600254ede8462f97a89295891
Quellennotizuspto-grants-2011_12