Ethanol → HCID 178470503, Verbindung

HRID 872919Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 872919
CCOC([CH2:6][CH2:7][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=O)=O.Cl.Cl.[NH2:17][NH2:18].[OH2:19].[C:20]([O-])(O)=O.[Na+].[CH2:25](O)[CH3:26]>>[CH2:25]([O:19][C:20]1[NH:18][N:17]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:7]=1[CH3:6])[CH3:26]

Komponenten

6

Edukt 5

HCID 702EthanolHCID 962WaterHCID 17548Hydrazine, dihydrochlorideHCID 800701,5-Diethyl 2-oxopentanedioateHCID 516892Sodium Bicarbonate

Produkt 1

HCID 178470503HCID 178470503, VerbindungAusbeute 80 %

Versuchsvorschrift

A solution of diethyl oxalpropionate (9.15 ml, 49.5 mmol) and hydrazine dihydrochloride (6.23 g, 59.3 mmol) in ethanol (50 ml) was refluxed for 1 h. The mixture was then cooled and water (150 ml) was added. The solution was neutralised with solid NaHCO3 and extracted four times with EtOAc. The organic phase was washed with brine and water, dried with Na2SO4 and evaporated to dryness affording 7.81 g (80%) of the title compound. LC-MS: [M+1]=199.22.

Aufarbeitung

  1. temperatureThe mixture was then cooled
  2. extractionextracted four times with EtOAc
  3. washThe organic phase was washed with brine and water
  4. dry with materialdried with Na2SO4
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ff515dbe94454f91bfb10d0602cd17dc
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08975254B2

Notizen zur Reaktion

Wird geladen…