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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1675306Erstellt: 25. Oktober 2026

Potassium Carbonate → 5-(4-(Trifluoromethyl)phenyl)thiophene-2-carbaldehyde

https://huagongshe.com/reaction/1675306

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt5-Bromothiophene-2-carbaldehydeHCID 78428—
Edukt4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
Produkt5-(4-(Trifluoromethyl)phenyl)thiophene-2-carbaldehydeHCID 467481963%

Reaktionsbedingungen

Temperatur95 °C

Reaktionsschritte

A mixture of 5-bromothiophene-2-carboxaldehyde 60.1 (1.03 g, 5.4 mmol), 4-(trifluoromethyl)benzeneboronic acid 61.1 (2.05 g, 10.9 mmol), K2CO3 (2.24 g, 16.2 mmol), and Pd(PPh3)4 (0.60 g, 0.54 mmol) in toluene (15 mL) was stirred for 5 Hours at 95° C. The mixture was cooled to room temperature, filtered through a pad of silica gel (EtOAc), and concentrated. The crude product was chromatographed on silica gel (0-30% EtOAc/hexane) to afford 61.2 (0.87 g, 63%) as off-white crystals. 1H NMR (400 MHz, CDCl3) δ 9.93 (s, 1H), 7.78 (m, 3H), 7.70 (d, 2H), 7.48 (d, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08003648B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-4654cd8c00724fb1a7dfcd410ee21c16
Quellennotizuspto-grants-2011_08