Ammonium formate → 3'-Amino-2'-methoxy-[1,1'-biphenyl]-3-carboxylic acid

HRID 384287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 384287
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[CH:13]=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[CH:13]=1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 98567672'-Methoxy-3'-nitrobiphenyl-3-carboxylic acid

Produkt 1

HCID 574837863'-Amino-2'-methoxy-[1,1'-biphenyl]-3-carboxylic acidAusbeute 99,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2′-Methoxy-3′-nitro-biphenyl-3-carboxylic acid 1d (0.48 g, 1.74 mmol) was dissolved in 60 mL of ethanol followed by addition of 0.5 g of palladium on carbon and ammonium formate (1.1 g, 17.4 mmol). The reaction mixture was heated to reflux at 80° C. for 20 minutes. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered and the filtrate was concentrated under reduced pressure and dried to obtain the title compound 2′-methoxy-3′-amino-biphenyl-3-carboxylic acid 1e (0.42 g, yield 93.3%) as a white solid.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-bcc82b375ad44d67931a70508beed724
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367710B2

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