Potassium Hydroxide → HCID 20506969, Verbindung

HRID 1395760Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1395760
[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[S:5][C:4]2[CH:13]=[CH:14][C:15]([CH:17]([CH3:21])[C:18](N)=[O:19])=[CH:16][C:3]1=2.[OH-:22].[K+].[OH-].[Na+]>C(OCC)C.O.C(O)C>[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[S:5][C:4]2[CH:13]=[CH:14][C:15]([CH:17]([CH3:21])[C:18]([OH:22])=[O:19])=[CH:16][C:3]1=2

Komponenten

7

Edukt 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 20338043HCID 20338043, Verbindung

Produkt 1

HCID 20506969HCID 20506969, VerbindungAusbeute 81,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To 101 mg of 2-(5,6-dihydro-6-oxo benzo[b]pyrido[3,2-f]-thiepin-8-yl)-propionamide were added 0.4 g of potassium hydroxide, 1 ml of water and 4 ml of ethanol and the mixture was refluxed with stirring for 5 hours. After cooling, to this were added water and 3% sodium hydroxide solution, then a small amount of diethyl ether, and the mixture was shaked. The aqueous layer was collected and acidified with acetic acid, and to this was added sodium chloride, and the resulting mixture was extracted with chloroform. The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 115 mg of brown glutinous substance, which was chromatographed over silica gel, eluted with chloroform/methanol(100/1-20/1), and there was obtained 83 mg of 2-(5,6-dihydro-6-oxo benzo[b]pyrido[3,2-f]thiepin-8-yl)-propionic acid as colorless glutinous substance. This was solidified by washing with n-hexane and there was obtained colorless crystals having a melting point of 141°-143° C.

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. temperatureAfter cooling
  3. customThe aqueous layer was collected
  4. additionto this was added sodium chloride
  5. extractionthe resulting mixture was extracted with chloroform
  6. washThe extract was washed with saturated sodium chloride solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled off
  9. customto obtain 115 mg of brown glutinous substance, which
  10. customwas chromatographed over silica gel
  11. washeluted with chloroform/methanol(100/1-20/1)

Quellen und Nachweise

ORD-Eintrag
ord-cabb018962af482c90630e9a977d85c6
Quelldatensatz
uspto-grants-1980_05
Patentnummer
US04205170

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