Reacción #4889

Ecuación de reacción

(S)-malic acid

methylamine

→

(S)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroslowly rose to 50° C
2. 2
   TemperaturaAfter 0.5 hr the stirred mixture was heated
3. 3
   Temperaturato reflux
4. 4
   Otrothe water was collected in a Dean-Stark trap for 48 hours
5. 5
   OtroA total of 93 ml of water was collected
6. 6
   workup.ADDITIONThe toluene residue was treated with 300 ml of ethanol
7. 7
   Concentraciónconcentrated on the rotary evaportor
8. 8
   workup.DISTILLATIONThe residue was distilled
9. 9
   OtroThe yield of product obtained
10. 10
    Otro145°/0.5 mm

Procedimiento

To a stirred solution of 134 g (1 mole) of (S)-malic acid in 700 ml of toluene was added 97 ml of 40% aqueous methylamine. The temperature slowly rose to 50° C. After 0.5 hr the stirred mixture was heated to reflux and the water was collected in a Dean-Stark trap for 48 hours. A total of 93 ml of water was collected. The toluene residue was treated with 300 ml of ethanol and concentrated on the rotary evaportor. The residue was distilled. The yield of product obtained was 101 g (78%), b.p. 140°/2 mm; 145°/0.5 mm.

Fuente