Reacción #169926

Ecuación de reacción

Dimethylcarbamyl chloride

dimethylhydroxylamine hydrochloride

dichloromethane

→

desired product

Rendimiento 69.0%

N-methoxy-N,N′,N′-trimethylurea

Rendimiento 69.0%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was slowly warmed to room temperature over 2 hours
2. 2
   FiltraciónThe reaction mixture was filtered
3. 3
   Otroto remove pyridine hydrochloride
4. 4
   Concentraciónconcentrated by rotary evaporator
5. 5
   workup.ADDITIONThe mixture was diluted with t-butyl methyl ether (500 ml)
6. 6
   Otrothe solids were removed by filtration
7. 7
   ConcentraciónThe filtrate was concentrated by rotary evaporation
8. 8
   workup.DISTILLATIONVacuum distillation

Procedimiento

A mixture of dimethylhydroxylamine hydrochloride (150.0 g, 1.54 mol), 4-dimethylaminopyridine (9.4 g, 0.076 mol), and dichloromethane (1.35 L) was chilled to −20° C., under argon. Dimethylcarbamyl chloride (135 ml, 1.46 mol) and pyridine (315 ml) were added consecutively over 25 minutes. The reaction was slowly warmed to room temperature over 2 hours, and agitated for about 16 hours. The reaction mixture was filtered to remove pyridine hydrochloride, and concentrated by rotary evaporator. The mixture was diluted with t-butyl methyl ether (500 ml), and the solids were removed by filtration. The filtrate was concentrated by rotary evaporation. Vacuum distillation provided the desired product (135.10 g, 69%) as a colorless oil.

Fuente