Reacción #50892

Ecuación de reacción

acrylic acid chloride

sodium hydroxide

aminoacetaldehyde dimethyl-acetal

sodium chloride

sodium hydroxide

→

acrylamido-acetaldehyde dimethylacetal

Rendimiento 81.7%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted three times with 200 ml of tert-butyl methyl ether
2. 2
   OtroThe organic phase is dried
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   Otroa rotary evaporator
6. 6
   ExtracciónThe resulting oil is extracted three times with petroleum ether
7. 7
   Otrodried again
8. 8
   Otroa rotary evaporator

Procedimiento

40 g (1.0 mol) of sodium hydroxide are dissolved in 100 g of water and 200 g of ice in a 1-liter reactor having a stirrer and a cooling system. The sodium hydroxide solution is cooled to 10° C., and 105.1 g (1.0 mol) of aminoacetaldehyde dimethyl-acetal and 10 mg of the inhibitor 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxide are added. 99.5 g (1.1 mol) of acrylic acid chloride are slowly added to that solution at 10° C. over a period of 2 hours. The pH value drops slowly and ultimately is adjusted to 7. According to GC, amine is no longer present. The reaction mixture is saturated with sodium chloride and extracted three times with 200 ml of tert-butyl methyl ether. The organic phase is dried, filtered and concentrated using a rotary evaporator. The resulting oil is extracted three times with petroleum ether and then dried again using a rotary evaporator. 130 g of acrylamido-acetaldehyde dimethylacetal (81% of theory) are obtained in the form of an oil; the product is 99% according to GC.

Fuente