Acetone → HCID 18594874, Verbindung

HRID 1580233Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1580233
CS(O[CH:6]([CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:7][CH2:8][C@@H:9]1[C@@H:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:12](=[O:25])[CH2:11][CH2:10]1)(=O)=O.[CH3:31][C:32](C)=[O:33].[S:35]1C=CC=C1CC([O-])=O.[K+]>O>[C:32]([S:35][CH:6]([CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:7][CH2:8][C@@H:9]1[C@@H:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:12](=[O:25])[CH2:11][CH2:10]1)(=[O:33])[CH3:31]

Komponenten

5

Edukt 3

HCID 180AcetoneHCID 18594876HCID 18594876, VerbindungHCID 23696799Potassium 2-thienylacetate

Produkt 1

HCID 18594874HCID 18594874, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1 g. of ethyl 15-methanesulfonyloxy-9-oxo-prostanoate (Example 90) in 50 ml. of acetone containing 735 mg. of purified potassium thiolacetate is kept at the reflux temperature for 2 hours, then at room temperature for 18 hours. The mixture is diluted with water and the resulting solution is washed with saturated sodium chloride solution, dried with magnesium sulfate and taken to dryness. The residue is chromatographed on silica gel to give an oil; λmax. 5.78 (ring carbonyl and ester group) and 5.92 μ (acetylthio group).

Aufarbeitung

  1. washthe resulting solution is washed with saturated sodium chloride solution
  2. dry with materialdried with magnesium sulfate
  3. customThe residue is chromatographed on silica gel
  4. customto give an oil

Quellen und Nachweise

ORD-Eintrag
ord-b9b8a974cc4741b7a1803036e3f2b74b
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03932472

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