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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1158718Erstellt: 26. Oktober 2026

Toluene → 1-[3-(3-Thienyl)phenyl]piperazine

https://huagongshe.com/reaction/1158718

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
EduktThiophene-3-boronic acidHCID 581760—
Edukt1-(3-Bromophenyl)piperazineHCID 2757154—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt1-[3-(3-Thienyl)phenyl]piperazineHCID 5898514083,8%

Reaktionsschritte

A mixed solution of 1-(3-bromophenyl)-piperazine (300 mg, 1.24 mmol), 3-thienylboronic acid (239 mg, 1.87 mmol), tetrakis(triphenylphosphine)palladium (173 mg, 0.149 mmol), 2N aqueous solution of sodium carbonate (4.98 ml, 9.95 mmol), and toluene (12 ml) was stirred at 95° C. for 15 hours under a nitrogen atmosphere. After cooling to room temperature, water was poured into the reaction solution, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduce pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate) to give the titled compound 254 mg (83.5%) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07812025B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-a3460c4451564704923857d88a360514
Quellennotizuspto-grants-2010_10