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

HRID 384288

Reaktionsgleichung

Reaktionsgleichung von HRID 384288
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

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, and the reaction was monitored by TLC until the disappearance of the starting materials. 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-4ed6f6d4269745d3aa02de2610da7d69
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367710B2

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