Reacción #2045105

Ecuación de reacción

Formaldehyde

benzamide

morpholine

→

Mannich base

Rendimiento 30.0%

N-Morpholin-4-ylmethyl-benzamide

Rendimiento 30.0%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting solution was cooled in an ice bath
2. 2
   workup.WAITto stand at RT for another 10 min
3. 3
   Otrowas placed in a 70° C.
4. 4
   Otrofor 2 h
5. 5
   OtroThe solvents were evaporated
6. 6
   Otrothe isolated residue (a waxy solid) was chromatographed on a Chromatotron with dichloromethane/methanol mixture, 5:0.2 to 5:0.6 as eluent
7. 7
   OtroThe desired fractions were collected
8. 8
   Otrothe solvents were evaporated

Procedimiento

To a stirred solution of benzamide (0.30 g, 2.5 mmol) in MeOH (5 mL) was added morpholine (0.22 g, 2.5 mmol) and the resulting solution was cooled in an ice bath. Formaldehyde (0.215 mL, 2.5 mmol, 37% in water) was then added and the stirred solution was left on ice for 5 min and then it was allowed to stand at RT for another 10 min, and then it was placed in a 70° C. oil bath for 2 h. The solvents were evaporated and the isolated residue (a waxy solid) was chromatographed on a Chromatotron with dichloromethane/methanol mixture, 5:0.2 to 5:0.6 as eluent. The desired fractions were collected and the solvents were evaporated giving Mannich base 18 (0.145 g, 30%) as an oil which solidified in the freezer.

Fuente