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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1257440Erstellt: 26. Oktober 2026

Tetrahydrofuran → 3-Bromo-2-methyl-5-[3-(trifluoromethyl)phenyl]thiophene

https://huagongshe.com/reaction/1257440

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktCesium carbonateHCID 10796—
Edukt3,5-Dibromo-2-methylthiopheneHCID 122373—
Edukt3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt3-Bromo-2-methyl-5-[3-(trifluoromethyl)phenyl]thiopheneHCID 6693943185,7%

Reaktionsschritte

Under a nitrogen atmosphere, a mixture of 3,5-dibromo-2-methylthiophene (2.00 g), 3-(trifluoromethyl)phenylboronic acid (2.23 g), tetrakis(triphenylphosphine)palladium (0.45 g), cesium carbonate (5.09 g) and tetrahydrofuran (40 mL) was heated under reflux for 16 hr. The reaction mixture was cooled, water was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (2.15 g) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461348B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-99d89984852d4b4d9147b9157afb8d38
Quellennotizuspto-grants-2013_06