Réaction #417922

ord-3db82ced714d4865a54352238a500e81

Équation de réaction

[Na+].[OH-]
sodium hydroxide
CCCCCCC#CCCCOc1cccc(C(=O)OC)c1
25
CCCCCCC#CCCCOc1cccc(C(=O)OC)c1
methyl 3-(undec-4-ynyloxy)benzoate
CCCCCCC#CCCCOc1cccc(C(=O)O)c1
pale yellow oil
Rendement 99.4%
CCCCCCC#CCCCOc1cccc(C(=O)O)c1
3-(undec-4-ynyloxy)benzoic acid
Rendement 99.4%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe solution is refluxed for 1 hour 30 minutes
  2. 2
    AutreAfter evaporating off the solvent
  3. 3
    Extractionextracted with DCM

Mode opératoire

300 μL of 1 N sodium hydroxide solution (300 μmol) are added portionwise to 48 mg of 25 (157 μmol) in methanol (2 mL). The solution is refluxed for 1 hour 30 minutes. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 45 mg of a pale yellow oil are obtained, i.e. a yield of 99%.

Source

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