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

HRID 2257158

Reaktionsgleichung

Reaktionsgleichung von HRID 2257158
[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-e724042210d34632af98c871d08c3b04
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05656634

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