Reacción #171903

Ecuación de reacción

5-Amino-4′-methyl-biphenyl-3-carboxylic acid methyl ester

NaN3

HC(OEt)3

→

4′-Methyl-5-tetrazol-1-yl-biphenyl-3-carboxylic acid methyl ester

Rendimiento 92.0%

Disolventes

AcOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturato reflux for 4 h
3. 3
   OtroThe solvent was removed in vacuo
4. 4
   Otrothe residue was purified by silica-gel chromatography

Procedimiento

To a solution of 5-Amino-4′-methyl-biphenyl-3-carboxylic acid methyl ester (10 g, 41.5 mmol) and NaN3 (4.99 g, 76.76 mmol) in AcOH (80 mL) was added HC(OEt)3 (29.5 g, 199.2 mmol) at room temperature, then heated to reflux for 4 h. The solvent was removed in vacuo and the residue was purified by silica-gel chromatography to give 4′-Methyl-5-tetrazol-1-yl-biphenyl-3-carboxylic acid methyl ester as light yellow solid (11.22 g, 92%). MS (M+H)=295.

Fuente