Reacción #315363

Ecuación de reacción

4-hydroxy-3-methylbenzaldehyde

K2CO3

6-chloronicotinamide

H2O

→

NH4OH

Rendimiento 0.7%

title compound

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

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroirradiated for 5 min
2. 2
   OtroUpon completion of the reaction
3. 3
   Temperaturathe mixture was cooled
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   Lavadothe combined organic layers were washed twice with water and brine
6. 6
   OtroAfter drying the extracts
7. 7
   Otroover magnesium sulfate and evaporation under vacuum the crude product
8. 8
   Otrowas purified by silica gel chromatography

Procedimiento

A solution of 4-hydroxy-3-methylbenzaldehyde (1.0 equiv) in DMF (0.2 M solution) was treated with K2CO3 (1.5 equiv) and 6-chloronicotinamide (1.0 equiv). The reaction mixture was placed inside the microwave oven and then irradiated for 5 min. Upon completion of the reaction, the mixture was cooled, poured into H2O and extracted with ethyl acetate, and the combined organic layers were washed twice with water and brine. After drying the extracts over magnesium sulfate and evaporation under vacuum the crude product was purified by silica gel chromatography using CHCl3:EtOH 7%:NH4OH 0.7% to afford the title compound as a solid.

Fuente