Reaktion #5298

Reaktionsgleichung

p-toluenesulfonic acid

monomethyl ether

( A )

1,6-hexanediol monomethyl ether

acrylic acid

→

1,6-hexanediol monomethyl ether acrylate

Lösungsmittel

water

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas collected
2. 2
   Sonstigewere 95°-98° C.
3. 3
   Sonstigenitrogen sparge in vacuo
4. 4
   WaschenOn completion, the product was washed
5. 5
   workup.ADDITION900 ppm p-methoxyphenol (MEHQ) was added
6. 6
   Sonstigethe solvent removed at 80° C. with maximum vacuum in the presence of an air
7. 7
   Sonstigesparge
8. 8
   FiltrationFilter aid
9. 9
   workup.ADDITIONwas added
10. 10
    Filtrationthe product filtered at 60° C.
11. 11
    Sonstigeto give a clear, yellow liquid
12. 12
    Sonstigethermometer, Dean-Stark condenser and sparge tube

Vorschrift

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.

Quelle