Reacción #171930

Ecuación de reacción

4′-methyl-5-(5-trifluoromethyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester

LiOH.H2O

→

4′-methyl-5-(5-trifluoromethyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid

Rendimiento 97.0%

Disolventes

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was heated
2. 2
   Temperaturato reflux for 3.5 hours
3. 3
   OtroSolvent was removed under reduced pressure
4. 4
   workup.ADDITIONthe pH of the liquid residue was adjusted to 2.0 by addition of 2N aqueous HCl solution
5. 5
   ExtracciónThe mixture was extracted with ethyl acetate
6. 6
   Secadothe combined ethyl acetate layers were dried over anhydrous Na2SO4
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

To a stirred solution of 4′-methyl-5-(5-trifluoromethyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester (3.7 mmol, 1.34 g) in 50 ml of THF was added a solution of LiOH.H2O (18.5 mmol, 776.3 mg) in 12 mL of water. The reaction mixture was heated to reflux for 3.5 hours, then cooled to room temperature. Solvent was removed under reduced pressure, and the pH of the liquid residue was adjusted to 2.0 by addition of 2N aqueous HCl solution. The mixture was extracted with ethyl acetate and the combined ethyl acetate layers were dried over anhydrous Na2SO4 and concentrated in vacuo to give 4′-methyl-5-(5-trifluoromethyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid as light yellow solid (1.25 g, 97% yield).

Fuente