Hydrogen Bromide → 3'-Amino-2'-hydroxy-biphenyl-3-carboxylic acid hydrobromide

HRID 238697

Reaktionsgleichung

Reaktionsgleichung von HRID 238697
C[O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([OH:18])=[O:17])[CH:11]=1.[BrH:19]>>[BrH:19].[NH2:9][C:8]1[C:3]([OH:2])=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([OH:18])=[O:17])[CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 574837863'-Amino-2'-methoxy-[1,1'-biphenyl]-3-carboxylic acid

Produkt 1

HCID 574837893'-Amino-2'-hydroxy-biphenyl-3-carboxylic acid hydrobromideAusbeute 88,8 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Employing a known method outlined in patent application WO0189457: 2′-Methoxy-3′-amino-biphenyl-3-carboxylic acid 1e (2.5 g, 10.3 mmol) was dissolved in 100 mL of hydrobromic acid (40%). The reaction mixture was heated to reflux at 120° C. overnight. The mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to obtain the title compound 3′-amino-2′-hydroxy-biphenyl-3-carboxylic acid hydrobromide 1f (2.4 g, 88.8%) as a khaki solid.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-736d7ace2e9e4f18bc98395e403e2e73
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642637B2

Verknüpfte Notizen

Wird geladen…