Reacción #5298

Ecuación de reacción

p-toluenesulfonic acid

monomethyl ether

( A )

1,6-hexanediol monomethyl ether

acrylic acid

→

1,6-hexanediol monomethyl ether acrylate

Disolventes

water

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas collected
2. 2
   Otrowere 95°-98° C.
3. 3
   Otronitrogen sparge in vacuo
4. 4
   LavadoOn completion, the product was washed
5. 5
   workup.ADDITION900 ppm p-methoxyphenol (MEHQ) was added
6. 6
   Otrothe solvent removed at 80° C. with maximum vacuum in the presence of an air
7. 7
   Otrosparge
8. 8
   FiltraciónFilter aid
9. 9
   workup.ADDITIONwas added
10. 10
    Filtraciónthe product filtered at 60° C.
11. 11
    Otroto give a clear, yellow liquid
12. 12
    Otrothermometer, Dean-Stark condenser and sparge tube

Procedimiento

803.6 grams of the monomethyl ether described in Part (A) above were azeotropically esterified with 629.8 grams acrylic acid in 254.6 grams toluene in the presence of 24 grams p-toluenesulfonic acid and inhibitors until no more water was collected. Conditions were 95°-98° C., nitrogen sparge in vacuo. On completion, the product was washed and neutralized with sodium carbonate. 900 ppm p-methoxyphenol (MEHQ) was added and the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge. Filter aid was added and the product filtered at 60° C. to give a clear, yellow liquid having a viscosity of 6.5 cps and a Gardener color of 3. Equipment used was a 2 liter flask, thermometer, Dean-Stark condenser and sparge tube.

Fuente