Reaction #955956

Reaction equation

pyruvic acid

n-octanol

→

octyl pyruvate

Yield 76.1%

Solvents

toluene

Conditions

Workup

1. 1
   Temperaturerefluxed for 16 hours
2. 2
   Otherwhile removing water under a nitrogen gas stream
3. 3
   Otherobtaining a first reaction solution
4. 4
   OtherThereafter, toluene was removed under reduced pressure (40 mmHg)
5. 5
   Otheran evaporator
6. 6
   workup.DISTILLATIONthe residue was purified by reduced pressure distillation (2 mmHg, 82 to 92° C.)

Procedure

A toluene (1 L) solution of pyruvic acid (440 g, 5.0 mol), n-octanol (651 g, 5.0 mol) and p-toluenesulfonic acid monohydrate (2.5 g) was heated and refluxed for 16 hours while removing water under a nitrogen gas stream, thereby obtaining a first reaction solution. Next, the first reaction solution was cooled to room temperature (25° C.). Thereafter, toluene was removed under reduced pressure (40 mmHg) using an evaporator, and the residue was purified by reduced pressure distillation (2 mmHg, 82 to 92° C.), thereby obtaining octyl pyruvate (762 g, yield 76%).

Source