Hydrochloric Acid → HCID 12394366, Verbindung

HRID 1255812

Reaktionsgleichung

Reaktionsgleichung von HRID 1255812
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])[CH:7]=[CH:8][CH:9]=1)([O-])=O.Cl>CCO.[Fe]>[NH2:1][C:4]1[CH:5]=[C:6](/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])[CH:7]=[CH:8][CH:9]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 5354136Methyl (2E)-3-(3-nitrophenyl)-2-propenoate

Produkt 1

HCID 12394366HCID 12394366, VerbindungAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of (E)-methyl 3-(3-nitrophenyl)acrylate (20.14 g, 0.097 mol), Fe (32.5 g, 0.58 mol), concentrated HCl (3.5 ml) in 50% EtOH (100 ml) was refluxed for 2 h. Upon completion, the solution was filtered through Celite and washed with EtOH. The filtrate was concentrated and extracted with dichloromethane. The combined organic phase was dried over MgSO4 and concentrated to afford (E)-methyl 3-(3-aminophenyl)acrylate as a yellow solid (9.73 g, 57%).

Aufarbeitung

  1. filtrationUpon completion, the solution was filtered through Celite
  2. washwashed with EtOH
  3. concentrationThe filtrate was concentrated
  4. extractionextracted with dichloromethane
  5. dry with materialThe combined organic phase was dried over MgSO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-23aa94ce1d194a229de0a8a67b963dde
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461157B2

Verknüpfte Notizen

Wird geladen…