Reacción #1350605

Ecuación de reacción

2-cyano-5-(bromomethyl)thiophene

compound 23

2-cyano-5-(bromomethyl)thiophene

sodium azide

ethyl acetate

→

title compound

Rendimiento 83.0%

2-cyano-5-(azidomethyl)thiophene

Rendimiento 83.0%

Disolventes

DMF

hexane

Condiciones de reacción

Procedimiento

A solution of 2-cyano-5-(bromomethyl)thiophene (compound 23, 3.5 g, 17.3 mmol) and sodium azide (Aldrich, 1.7 g, 26 mmol) in DMF (Aldrich, 60 mL) was stirred at ambient temperature for 10 hours. Flash column chromatography (20% ethyl acetate in hexane) gave the title compound (2.35 g, 83%). TLC Rf 0.48 (20% of ethyl acetate in hexane); 1HNMR (CDCl3) δ4.56 (s, 2H), 7.01 (d, 1H, J=3.7 Hz), 7.55 (d, 1H, J=3.7 Hz).

Fuente