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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1582898Erstellt: 25. Oktober 2026

Carbon tetrabromide → 4-(Bromomethyl)thiophene-2-carbonitrile

https://huagongshe.com/reaction/1582898

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon tetrabromideHCID 11205—
EduktTriphenylphosphineHCID 11776—
Edukt4-(Hydroxymethyl)thiophene-2-carbonitrileHCID 10654288—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(Bromomethyl)thiophene-2-carbonitrileHCID 10750607110,7%

Reaktionsschritte

11.7 g (84.07 mmol) of 2-cyano-4-hydroxymethylthiophene together with 24.1 g (91.87 mmol) of triphenylphosphine were dissolved in 100 ml of-THF at room temperature, and 30.47 g (91.87 mmol) of tetrabromomethane were added, a little at a time, with cooling (ice bath). After stirring for 3 hours at room temperature, the mixture was concentrated in vacuo and purified by chromatography over silica gel (methylene chloride/petroleum ether). 18.8 g of crystalline pale yellow product which still contained petroleum ether resulted.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06740647B1
Quelldatensatzuspto-grants-2004_05
ORD IDord-47c262f819a24678a702bcf6f034475f
Quellennotizuspto-grants-2004_05