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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 581983Erstellt: 25. Oktober 2026

Potassium trifluoroacetate → Ethyl 5-trifluoromethyl-6-methoxybenzo[b]thiophene-3-carboxylate

https://huagongshe.com/reaction/581983

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium trifluoroacetateHCID 23662811—
EduktEthyl 5-bromo-6-methoxybenzo[b]thiophene-3-carboxylateHCID 53817228—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelTolueneHCID 1140—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl 5-trifluoromethyl-6-methoxybenzo[b]thiophene-3-carboxylateHCID 5392573664%

Reaktionsschritte

Ethyl-5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate (D4) (0.81 g, 3 mmoles) in dry dimethylformamide (20 ml) and toluene (10 ml) was treated with potassium trifluoroacetate (0.78 g, 6 mmoles) and copper (I) iodide (0.98 g, 6 mmoles). The mixture was heated under reflux for 1 hr using a Dean-Stark trap to collect the toluene. The mixture was cooled and poured into water (150 ml) and extracted with diethyl ether. The resulting emulsion was filtered through kieselguhr. The combined organic extracts were washed several times with water then dried (Na2SO4). Flash chromatography on TLC silica gel eluting with dichloromethane/60-80 petrol ether 1:1 gave the title compound (D6) (0.5 g, 64%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922733
Quelldatensatzuspto-grants-1999_07
ORD IDord-8f7003c0a7184667a2fb0c32d57f3ebe
Quellennotizuspto-grants-1999_07