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HCID 86736134, Verbindung → HCID 20377673, Verbindung

HRID 1703488
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1703488
[S:1]1[C:5]2[S:6][CH:7]=[CH:8][C:4]=2[CH:3]=[C:2]1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17](C)([C:23]([O-])=O)[C:18]([O:20]CC)=[O:19])=[CH:13][CH:12]=1)=[O:10]>[OH-].[Na+].C(O)C.O>[S:1]1[C:5]2[S:6][CH:7]=[CH:8][C:4]=2[CH:3]=[C:2]1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:23])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1)=[O:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 1

HCID 86736134HCID 86736134, Verbindung

Produkt 1

HCID 20377673HCID 20377673, VerbindungAusbeute 74,7 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Ethyl 2-{4-(thieno[2,3-b]thien-2-yl)carbonyl-phenyl}-2-methyl-malonate (16.23 g) is suspended in a mixture of 5% (w/v) aqueous sodium hydroxide solution (90 cc) and ethanol (90 cc), and the suspension is heated at the boiling point for 3 hours. After cooling, the reaction mixture is diluted with distilled water (1000 cc), and then extracted three times with diethyl ether (total 600 cc). The aqueous phase is filtered off, acidified to pH 1 by the addition of a 5N aqueous hydrochloric acid solution and extracted three times with diethyl ether (total 600 cc). The combined ether solutions are washed three times with distilled water (total 300 cc), dried over anhydrous sodium sulphate, decolourizing charcoal (1 g) is added, and the solutions are filtered and evaporated. Crude 2-{4-(thieno[2,3-b]thien-2-yl)carbonyl-phenyl}propionic acid (9.9 g), melting at 150° C., is thus obtained.

Aufarbeitung

  1. temperaturethe suspension is heated at the boiling point for 3 hours
  2. temperatureAfter cooling
  3. extractionextracted three times with diethyl ether (total 600 cc)
  4. filtrationThe aqueous phase is filtered off
  5. additionacidified to pH 1 by the addition of a 5N aqueous hydrochloric acid solution
  6. extractionextracted three times with diethyl ether (total 600 cc)
  7. washThe combined ether solutions are washed three times with distilled water (total 300 cc)
  8. dry with materialdried over anhydrous sodium sulphate
  9. additionis added
  10. filtrationthe solutions are filtered
  11. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b73eae8bf9834cbe8d1b5faa895f042d
Quelldatensatz
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04124596

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