Reacción #50553

Ecuación de reacción

2,6-dimethyl-4-(1-phenyl-1H-pyrazol-3-yl)amino phenol

acetic acid

formaldehyde

sodium cyanoborohydride

→

title product

2,6-dimethyl-4-[N-methyl-N-(1-phenyl-1H-pyrazol-3-yl) amino]phenol

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter 2 hours the mixure was quenched with water
2. 2
   Extracciónextracted with dichloromethane
3. 3
   LavadoThe organic phase was washed with aqueous sodium bicarbonate solution
4. 4
   Secadowater, dried
5. 5
   Otroevaporated
6. 6
   Otrochromatographed (silica, dichloromethane)

Procedimiento

To 2,6-dimethyl-4-(1-phenyl-1H-pyrazol-3-yl)amino phenol (8 g), acetic acid (2.8 ml), and aqueous 40% formaldehyde (3.1 ml) in acetonitrile (40 ml) was added sodium cyanoborohydride (5.4 g). After 2 hours the mixure was quenched with water and extracted with dichloromethane. The organic phase was washed with aqueous sodium bicarbonate solution, then water, dried, evaporated and chromatographed (silica, dichloromethane) to give the title product (3 g), mp 139°-140° (from ethanol).

Fuente