Réaction #2275719

Équation de réaction

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

H2O

LiOH

→

desired compound

Rendement 91.0%

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

Rendement 91.0%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   TempératureThe resulting suspension is heated
2. 2
   Températureto reflux for 2 hours
3. 3
   TempératureThe reaction is cooled
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   Filtrationthe resulting solid is collected by filtration
6. 6
   Lavagewashed with H2O

Mode opératoire

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]+.

Source