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

HRID 238696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 238696
[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 (10%) and ammonium formate (1.1 g, 17.4 mmol). The reaction mixture was heated to reflux at 80° C. for 20 minutes. 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-0b11ccf6af9a4f30b83853fad897003c
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642637B2

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