Reacción #939019

ord-8dd77bdcdc434d79a2d242b7afbf50d2

Ecuación de reacción

CCCC=CCCCCC(=O)O
6-decenoic acid
CCCCC(Br)CCCCC(=O)OC
Methyl 6-bromodecanoate
c1ccc2ncccc2c1
quinoline
CCCCC=CCCCC(=O)OC
methyl 5-decenoate
CCCC=CCCCCC(=O)OC
methyl 6-decenoate
CCCCC=CCCCC(=O)O
5-decenoic acid
Rendimiento 35.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto react at 240° C. for 5 minutes
  2. 2
    Extracciónthe reaction solution was extracted with ether
  3. 3
    Lavadowashed with dilute sulfuric acid
  4. 4
    Lavadowashed with water
  5. 5
    Otrodried
  6. 6
    Otroevaporated
  7. 7
    Otroto remove the solvent
  8. 8
    workup.DISTILLATIONdistilled
  9. 9
    Otrogiving

Procedimiento

Methyl 6-bromodecanoate (1.2 g) and quinoline (1.2g) were mixed together, and then allowed to react at 240° C. for 5 minutes. After the reaction was completed, the reaction solution was extracted with ether, washed with dilute sulfuric acid, washed with water, dried, evaporated to remove the solvent, and then distilled, thereby giving a mixture of methyl 5-decenoate and methyl 6-decenoate (310 mg). The mixture was hydrolyzed in a coventional manner, thereby giving a mixture (270 mg) of 5-decenoic acid and 6-decenoic acid (1/1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07252849B2uspto-grants-2007_08