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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 619834Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/619834

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon tetrabromideHCID 11205—
EduktTriphenylphosphineHCID 11776—
Edukt4-(Hydroxymethyl)thiophene-2-carbonitrileHCID 10654288—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(Bromomethyl)thiophene-2-carbonitrileHCID 1075060795,8%

Reaktionsschritte

To a solution of 4-hydroxymethylthiophene-2-carbonitrile (10 g, 72 mmol), in 360 mL of THF is added triphenyl phosphine (18.3 g, 76 mmol) and CBr4 (25 g, 76 mmol). After 3 hours, the solution is filtered and concentrated. The crude product is purified by column chromatography eluting with gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes to afford the title compound (14 g, 69 mmol) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05958918
Quelldatensatzuspto-grants-1999_09
ORD IDord-5fac41e0f4044d3b828b1600601b51e7
Quellennotizuspto-grants-1999_09