Reacción #345235

ord-b6eed6d57842473bba9297d866dea750

Ecuación de reacción

C=C(C)C(=O)Cl
methacryloyl chloride
O=C1CCCCCN1
caprolactam
O=C1CCCCCN1
ε-caprolactam
[Na]
sodium
[Na]
sodium
C=C(C)C(=O)N1CCCCCC1=O
N-Methacryloylcaprolactam

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThe mixture is then poured into a separatory funnel
  2. 2
    Lavadowashed with 200 ml water, 200 ml of sodium dicarbonate solution
  3. 3
    ExtracciónThe organic compounds are extracted with ether from the water phase
  4. 4
    Secadothe ether solution and benzene solution are dried over CaCl2
  5. 5
    Otrothe solvent evaporated under reduced pressure
  6. 6
    Otrocomes off at 90° C.

Procedimiento

74 g of ε-caprolactam in 700 ml dry toluene is heated with 9.5 g of sodium at 90°-95° C. When all of the sodium metal has reacted, 43 ml of methacryloyl chloride in 50 ml dry benzene is added dropwise into the voluminous caprolactam salts at 4°-6° C. The mixture is then poured into a separatory funnel, washed with 200 ml water, 200 ml of sodium dicarbonate solution, and again with 20 ml water. The organic compounds are extracted with ether from the water phase, and the ether solution and benzene solution are dried over CaCl2 and the solvent evaporated under reduced pressure. The product, N-methacryloylcaprolactam, comes off at 90° C./2 mm hg. The yield is 32.3 g (42.8% based on sodium).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05264491uspto-grants-1993_11