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Ammonium formate → N,N-dimethylmorpholine-2-carboxamide

HRID 1852934
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1852934
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([C:14]([N:16]([CH3:18])[CH3:17])=[O:15])[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CCO.[Pd]>[CH3:17][N:16]([CH3:18])[C:14]([CH:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1)=[O:15]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 2723923Ammonium formate2×HCID 711385114-benzyl-N,N-dimethylmorpholine-2-carboxamide

Produkt 1

HCID 20472122N,N-dimethylmorpholine-2-carboxamideAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator2×HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 4-benzyl-N,N-dimethylmorpholine-2-carboxamide (803 mg, 3.23 mmol), ammonium formate (2.15 g, 32.3 mmol) and 10% Pd/C (400 mg) in EtOH (20 mL) was heated at 50° C. for 1 hour. After cooling to room temperature, the catalyst was filtered off, washed with EtOH. The combined filtrate and washings were concentrated, and the residue was dissolved in EtOH (20 mL). Ammonium formate (2.15 g, 32.3 mmol) and 10% Pd/C (400 mg) were added to the mixture. The mixture was heated at 50° C. for 1 hour. After cooling to room temperature, the catalyst was filtered off, washed with EtOH. The combined filtrate and washings were concentrated to afford desired product (506 mg, 98.9%) as colorless oil.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. filtrationthe catalyst was filtered off
  3. washwashed with EtOH
  4. concentrationThe combined filtrate and washings were concentrated
  5. dissolutionthe residue was dissolved in EtOH (20 mL)
  6. temperatureThe mixture was heated at 50° C. for 1 hour
  7. temperatureAfter cooling to room temperature
  8. filtrationthe catalyst was filtered off
  9. washwashed with EtOH
  10. concentrationThe combined filtrate and washings were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2b1248d825f548f289419b4b8f7641e9
Quelldatensatz
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08962619B2

Notizen zur Reaktion

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