Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41639Erstellt: 23. Oktober 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/de/reaction/41639

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukt3-ChlorophenolHCID 7933—
EduktPotassium CarbonateHCID 11430—
Edukt4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl esterHCID 58442832—
LösungsmittelAcetonitrileHCID 6342—
ProduktTrifluoroacetic acidHCID 642298%
Produkt4-[3-(3-Chlorophenoxymethyl)furan-2-yl]piperidineHCID 53390870—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester (65 mg, 0.15 mmol was dissolved in MeCN (770 μL) and added to a mixture of potassium carbonate (32 mg, 230 mmol, 1.6 eq.) and 3-chlorophenol (28.8 mg, 224 μmol, 1.5 eq.). The resulting mixture was shaken at 50° C. overnight. The mixture was then cooled and the solids removed. The supernatant was combined with TFA (12 μL, 160 mmol, 1.0 eq.) and the resulting mixture was shaken overnight at room temperature. The solution was concentrated using an evaporator, then dissolved in 1:1 AcOH:H2O (5.0 mL) then an additional 2.0 ml AcOH, filtered, and purified by preparative HPLC to yield the title compound as a TFA salt (4.3 mg, 98% purity). MS m/z: [M+H]+ calcd for C16H18ClNO2, 292.10. found 292.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530663B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-7c7eb893515043ada633d52917cc2209
Quellennotizuspto-grants-2013_09