Reaction #955957

Reaction equation

acetic anhydride

octyl pyruvate

acetic anhydride

→

octyl α-acetoxyacrylate

Yield 59.2%

Solvents

acetic acid

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   Otherobtaining a second reaction solution
3. 3
   Otherwas 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.)

Procedure

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