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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2749Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/2749

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-hydroxymethyl-thiophene-2-carbonitrile (10 g, 72 mmol), in 360 mL of THF is added triphenyl phosphine (18.3 g, 76 mmol) and carbon tetrabromide (25 g, 76 mmol). After 3 h, 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
PatentnummerUS05731315
Quelldatensatzuspto-grants-1998_03
ORD IDord-3997d852565a4edcadde399de94e54e4
Quellennotizuspto-grants-1998_03