Ethylene Glycol → HCID 11175806, Verbindung

HRID 1870261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1870261
C(C[C@@H:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:7][CH2:6][CH2:5]1)#N.[OH-:25].[K+].Cl.[CH2:28]([OH:31])[CH2:29]O>>[C:28]([CH2:29][C@@H:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([S:15]([C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)(=[O:17])=[O:16])[CH2:7][CH2:6][CH2:5]1)([OH:31])=[O:25]

Komponenten

5

Edukt 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54536415HCID 54536415, Verbindung

Produkt 1

HCID 11175806HCID 11175806, Verbindung

Reaktionsbedingungen

Temperatur
172.5 °C

Versuchsvorschrift

A mixture of (5R)-5-cyanomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (102 mg), potassium hydroxide (84 mg) and ethylene glycol (2 ml) is heated with stirring at 170-175° C. for 6 hours. The reaction solution is acidified with conc. hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate, and the resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol;=9:1) to give (5R)-5-carboxymethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (108 mg).

Aufarbeitung

  1. temperatureis heated
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customthe resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol;=9:1)

Quellen und Nachweise

ORD-Eintrag
ord-e5c9740fac2a4717bd12972ee673e2bd
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06096736

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