Réaction #955957

ord-506a9d03aa8d4c378f44e32d1cb45819

Équation de réaction

CC(=O)OC(C)=O
acetic anhydride
CCCCCCCCOC(=O)C(C)=O
octyl pyruvate
CC(=O)OC(C)=O
acetic anhydride
C=C(OC(C)=O)C(=O)OCCCCCCCC
octyl α-acetoxyacrylate
Rendement 59.2%

Solvants

Conditions de réaction

Température
120°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added
  2. 2
    Autreobtaining a second reaction solution
  3. 3
    Autrewas removed from the second reaction solution
  4. 4
    workup.DISTILLATIONThereafter, the residue was purified by reduced pressure distillation (1 mmHg or less, 80 to 102° C.)

Mode opératoire

Next, in a mixture of the obtained octyl pyruvate (300 g, 1.5 mol) and acetic anhydride (306 g, 3.0 mol), p-toluenesulfonic acid monohydrate (5 g) was added. Then, the mixture was stirred under a nitrogen gas stream at 120° C. for 27 hours, thereby obtaining a second reaction solution. Next, acetic acid generated by a reaction with excess acetic anhydride under reduced pressure (5 mmHg) was removed from the second reaction solution. Thereafter, the residue was purified by reduced pressure distillation (1 mmHg or less, 80 to 102° C.), thereby obtaining octyl α-acetoxyacrylate (215 g, yield 59%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08968975B2uspto-grants-2015_03