Reaktion #2275719

Reaktionsgleichung

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester

H2O

LiOH

→

desired compound

Ausbeute 91.0%

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid

Ausbeute 91.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting suspension is heated
2. 2
   Temperaturto reflux for 2 hours
3. 3
   TemperaturThe reaction is cooled
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   Filtrationthe resulting solid is collected by filtration
6. 6
   Waschenwashed with H2O

Vorschrift

To a solution of 4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester, 30, (0.615 g, 2.22 mmol) in THF (20 mL) and H2O (5 mL) is added LiOH (0.932 g, 22.2 mmol). The resulting suspension is heated to reflux for 2 hours. The reaction is cooled and concentrated under reduced pressure. The crude product is acidified using conc. HCl and the resulting solid is collected by filtration, washed with H2O to afford 0.532 g (91% yield) of the desired compound as a grey solid. 1H NMR (400 MHz, CDCl3) δ ppm 10.69 (1H, br s), 8.26 (1H, d, J=8.1 Hz), 7.53-7.58 (2H, m), 7.44-7.50 (2H, m), 7.33 (1H, dd, J=8.1, 1.6 Hz), 7.20 (1H, d, J=1.3 Hz), 4.17 (3H, s). HPLC-MS: m/z 263 [M+H]+.

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