Reaktion #417926

ord-00145c8c545a46f1a638a2987364c249

Reaktionsgleichung

[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
Ausbeute 98.1%
CCCCCC/C=C\CCCOc1ccc(C(=O)O)cc1
4-(undec-4Z-enyloxy)benzoic acid
Ausbeute 98.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe solution is refluxed for 20 hours
  2. 2
    SonstigeAfter evaporating off the solvent
  3. 3
    Extraktionextracted with DCM

Vorschrift

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%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08877684B2uspto-grants-2014_11