Reacción #315360

Ecuación de reacción

water

4-hydroxy-3-methyl-benzaldehyde

K2CO3

6-chloronicotinonitrile

→

title compound

Rendimiento 97.1%

6-(4-Formyl-2-methyl-phenoxy)-nicotinonitrile

Rendimiento 97.1%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónExtract the aqueous layer with EtOAc
2. 2
   SecadoDry the organic layer over Na2SO4
3. 3
   OtroDry under vacuum at 45° C. overnight

Procedimiento

Combine 4-hydroxy-3-methyl-benzaldehyde (401 mg, 2.94 mmol), K2CO3 (570 mg, 4.12 mmol) and 6-chloronicotinonitrile (408 mg, 2.94 mmol) in DMF (6 ml), heat at 100° C. After 4 h cool to ambient temperature and pour into water. Extract the aqueous layer with EtOAc. Dry the organic layer over Na2SO4 and eliminate the solvent. Dry under vacuum at 45° C. overnight to get the title compound (680 mg, 97%). 1H-NMR (CDCl3, 400 MHz): 9.99 (s, 1H), 8.43 (d, 1H, J=2.5 Hz), 7.97 (dd, 1H, J=2.5 and 8.8 Hz), 7.84 (bs, 1H), 7.80 (dd, 1H, J=2.5 and 8.8 Hz), 7.22 (d, 1H, J=8.4 Hz), 7.11 (d, 1H, J=8.4 Hz), 2.24 (s, 3H).

Fuente