Ammonium formate → HCID 43376334, Verbindung

HRID 2381690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2381690
[CH2:1]([O:8][CH2:9][C:10]([N:12]([CH3:22])[C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])=O.[NH4+]>CCO.O.[Fe]>[CH2:1]([O:8][CH2:9][C:10]([N:12]([CH3:22])[C:13]1[CH:14]=[CH:15][C:16]([NH2:19])=[CH:17][CH:18]=1)=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 2

HCID 2723923Ammonium formateHCID 66877507HCID 66877507, Verbindung

Produkt 1

HCID 43376334HCID 43376334, VerbindungAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of above 2-benzoxy-N-methyl-N-(4-nitrophenyl)acetamide in EtOH (8 mL) and H2O (4 mL) was added ammonium formate (1.3 g, 20 mmol) and Fe (0.47 g, 8.4 mmol). After heating at reflux for 2 h, the reaction was cooled to room temperature, iron was filtered off, and the filtrate was diluted with EtOAc and water, EtOAc layer was separated and the aqueous layer was further extracted with EtOAc, organic layers were combined, dried over Na2SO4, and was concentrated under vacuo to provide 2-benzoxy-N-methyl-N-(4-aminophenyl)acetamide (0.4 g, 53%).

Aufarbeitung

  1. temperatureAfter heating
  2. temperatureat reflux for 2 h
  3. filtrationiron was filtered off
  4. additionthe filtrate was diluted with EtOAc and water, EtOAc layer
  5. customwas separated
  6. extractionthe aqueous layer was further extracted with EtOAc, organic layers
  7. dry with materialdried over Na2SO4
  8. concentrationwas concentrated under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5c87067505f145259b40bdef68e9303c
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258144B2

Notizen zur Reaktion

Wird geladen…