Reaktion #2845

Reaktionsgleichung

4-hydroxymethyl-thiophene-2-carbonitrile

triphenyl phosphine

carbon tetrabromide

→

title compound

Ausbeute 95.8%

4-Bromomethyl-thiophene-2-carbonitrile

Ausbeute 95.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe solution is filtered
2. 2
   Einengenconcentrated
3. 3
   SonstigeThe crude product is purified by column chromatography
4. 4
   Wascheneluting with gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes

Vorschrift

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.

Quelle