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Ammonia → HCID 25143769, Verbindung

HRID 1920497
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1920497
[OH-].[K+].[C:3]([CH:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:6][C:7]([N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[O:8])#[N:4].N.[H][H]>CO.[Ni]>[NH2:4][CH2:3][CH:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:6][C:7]([N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[O:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 14797Potassium HydroxideHCID 25143768HCID 25143768, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 25143769HCID 25143769, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysator
HCID 887
Methanol
Lösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a solution of potassium hydroxide (19 grams) in methanol (114 ml), 3-cyano-N,N-diethyl-5-methyl hexanamide (9.5 grams) was added followed by ammonia solution (38 ml) and Raney nickel (19 grams). Hydrogen pressure of 4.0 kg/cm2 was applied and the reaction mixture was stirred at 30° C. for 22 hours. The reaction mixture was filtered through a hyflow bed. The solvent was distilled off under reduced pressure at a temperature below 60° C. Water (200 ml) was added to the reaction mixture and pH adjusted to 2 with concentrated hydrochloric acid. The aqueous layer was extracted with dichloromethane. The pH of aqueous layer was adjusted to 8.0, with 50% sodium hydroxide. The aqueous layer was extracted with dichloromethane. The solvent was distilled off completely under atmospheric pressure to obtain the title compound as a residue.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a hyflow bed
  2. distillationThe solvent was distilled off under reduced pressure at a temperature below 60° C
  3. additionWater (200 ml) was added to the reaction mixture
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. extractionThe aqueous layer was extracted with dichloromethane
  6. distillationThe solvent was distilled off completely under atmospheric pressure

Quellen und Nachweise

ORD-Eintrag
ord-c4230f41c26440ed893876a921bc3041
Quelldatensatz
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08168828B2

Notizen zur Reaktion

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