Hydrochloric Acid → 2-(4-n-Propylphenylthio)nonanoic acid

HRID 2379598

Reaktionsgleichung

Reaktionsgleichung von HRID 2379598
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:12]([O:14]CC)=[O:13])=[CH:6][CH:5]=1)[CH2:2][CH3:3].[OH-].[Na+].Cl>CO>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14995384Ethyl 2-(4-n-Propylphenylthio)nonanoate

Produkt 1

HCID 149953862-(4-n-Propylphenylthio)nonanoic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution containing 5.7 (0.017 mole) of the title compound of Example 1, 35 ml of 1N aqueous sodium hydroxide solution (0.035 mole) and 3 ml methanol was refluxed overnight. The resulting solution was cooled to room temperature, acidified to pH 1.5 with 2N aqueous hydrochloric acid and extracted with 3×50 ml ethyl acetate. The combined ethyl acetate extracts were washed with 50 ml water and 50 ml saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to yield the title compound as an oil (5.0 g, 96% yield) which was used in the subsequent reaction without further purification.

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. extractionextracted with 3×50 ml ethyl acetate
  3. washThe combined ethyl acetate extracts were washed with 50 ml water and 50 ml saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-86e6e9926289455d9086b326c468d2da
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05362878

Verknüpfte Notizen

Wird geladen…