Reacción #955956

ord-30fdd1b542004ea68696608a9ee49c06

Ecuación de reacción

CC(=O)C(=O)O
pyruvic acid
CCCCCCCCO
n-octanol
CCCCCCCCOC(=O)C(C)=O
octyl pyruvate
Rendimiento 76.1%

Disolventes

Condiciones de reacción

Temperatura
25°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08968975B2uspto-grants-2015_03