Reacción #417920

ord-be31ca51da0a459aac943398e0ead6c1

Ecuación de reacción

[Na+].[OH-]
sodium hydroxide
CCCCCC/C=C\CCCOc1cccc(C(=O)OC)c1
15
CCCCCC/C=C\CCCOc1cccc(C(=O)OC)c1
methyl 3-(undec-4Z-enyloxy)benzoate
[Na+].[OH-]
sodium hydroxide
CCCCCC/C=C\CCCOc1cccc(C(=O)O)c1
yellow oil
Rendimiento 96.0%
CCCCCC/C=C\CCCOc1cccc(C(=O)O)c1
3-(undec-4Z-enyloxy)benzoic acid
Rendimiento 96.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe solution is refluxed overnight
  2. 2
    Temperaturathe mixture is refluxed for a further 1 hour 30 minutes
  3. 3
    OtroAfter evaporating off the solvent
  4. 4
    Extracciónextracted with DCM

Procedimiento

4 mL of 1 N sodium hydroxide solution (4.0 mmol) are added portionwise to 1.14 g of 15 (3.74 mmol) in methanol (30 mL). The solution is refluxed overnight. A further 4 mL of 1 N sodium hydroxide solution are added, and the mixture is refluxed for a further 1 hour 30 minutes. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 1.04 g of a yellow oil are obtained, i.e. a yield of 96%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08877684B2uspto-grants-2014_11