Réaction #417926

ord-00145c8c545a46f1a638a2987364c249

Équation de réaction

[Na+].[OH-]
sodium hydroxide
CCCCCC/C=C\CCCOc1ccc(C(=O)OC)cc1
33
CCCCCC/C=C\CCCOc1ccc(C(=O)OC)cc1
methyl 4-(undec-4Z-enyloxy)benzoate
CCCCCC/C=C\CCCOc1ccc(C(=O)O)cc1
white solid
Rendement 98.1%
CCCCCC/C=C\CCCOc1ccc(C(=O)O)cc1
4-(undec-4Z-enyloxy)benzoic acid
Rendement 98.1%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe solution is refluxed for 20 hours
  2. 2
    AutreAfter evaporating off the solvent
  3. 3
    Extractionextracted with DCM

Mode opératoire

550 μL of 1 N sodium hydroxide solution (550 μmol) are added portionwise to 109 mg of 33 (358 μmol) in methanol (4 mL). The solution is refluxed for 20 hours. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 102 mg of a white solid are obtained, i.e. a yield of 98%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08877684B2uspto-grants-2014_11