Reacción #64312

Ecuación de reacción

[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl-4-carbaldehyde

sodium borohydride

ethanol

water

→

2'-[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl-4-methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   SecadoThe ethyl acetate layer was dried over magnesium sulfate
3. 3
   Concentraciónconcentrated
4. 4
   workup.DISSOLUTIONThe residue was dissolved in approximately 10 mL of absolute diethyl ether
5. 5
   Temperaturathe solution was cooled in an ice bath
6. 6
   Otrogiving a precipitate
7. 7
   OtroThe precipitate was isolated by filtration
8. 8
   Otrodrying

Procedimiento

A solution of 2,-[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl-4-carbaldehyde (0.62 g, 1.7 mmol), prepared as in Example 8 or 9, and sodium borohydride in 30 mL of absolute ethanol was stirred at room temperature for 1 hour. The mixture poured into 150 mL of water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over magnesium sulfate and then concentrated. The residue was dissolved in approximately 10 mL of absolute diethyl ether and the solution was cooled in an ice bath giving a precipitate. The precipitate was isolated by filtration and drying gave 2'-[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl-4-methanol (0.37 g, 1.0 mmol), m.p. 119°-120° C.

Fuente