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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 705950Erstellt: 24. Oktober 2026

Water → methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate

https://huagongshe.com/de/reaction/705950

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl AcrylateHCID 7294—
EduktTri-o-tolylphosphineHCID 80271—
Edukt5-Bromo-2-(trifluoromethyl)pyrimidineHCID 33697963—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produktmethyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoateHCID 2193636498%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

A mixture of 5-bromo-2-(trifluoromethyl)pyrimidine (900 mg, 3.97 mmol), methyl 2-propenoate (0.533 mL, 5.95 mmol), Pd(OAc)2 (44.5 mg, 0.198 mmol), tri-o-tolylphosphine (241 mg, 0.793 mmol) and TEA (1.105 mL, 7.93 mmol) in DMF (6 mL) under argon was heated at 130° C. for 1 h. After cooling to room temperature, water (40 mL) was added to the reaction mixture and then extracted by EA (3×50 mL). The organic phase was washed with brine, dried over MgSO4 and evaporated in vacuo to afford the title compound (900 mg, 3.88 mmol, 98% yield) as a yellow solid. LCMS: rt=2.67 min, [M+H+]=233

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09174968B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-b6b915b6fcc941649beb9ad9379077c6
Quellennotizuspto-grants-2015_11