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Hydrochloric Acid → HCID 13946785, Verbindung

HRID 1863524
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1863524
COC([CH:5]1[CH:9]([CH:10]([S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:8][O:7][C:6]1=[O:25])=O.[Cl-].[Li+].Cl>CN(C)P(=O)(N(C)C)N(C)C>[C:19]1([S:18][CH:10]([CH:9]2[CH2:8][O:7][C:6](=[O:25])[CH2:5]2)/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 20392009HCID 20392009, Verbindung

Produkt 1

HCID 13946785HCID 13946785, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12679HexamethylphosphoramideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

60 mg (0.17 mmol) of 3-methoxycarbonyl-4-(1-phenylthio-trans-2-octenyl)-oxolane-2-one was dissolved in 2 ml of hexamethyl phosphoric triamide in an argon atmosphere, and 36 mg (0.85 mmol) of lithium chloride was added to the solution followed by heating at a temperature of 100° C. for 5 hours with stirring. The reaction mixture was then allowed to cool to room temperature and decomposed with dilute hydrochloric acid. The mixture was extracted with ethyl acetate, and the extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The mixture was filtered and the filtrated was concentrated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to obtain 4-(1-phenylthio-trans-2-octenyl)-oxolane-2-one.

Aufarbeitung

  1. additionwas added to the solution
  2. temperatureto cool to room temperature
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe extract was washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThe mixture was filtered
  7. concentrationthe filtrated was concentrated under reduced pressure
  8. customThe resulting residue was then purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-72a5f5b514a5431ea64686ad37628917
Quelldatensatz
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04169199

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