Reacción #1118132

Ecuación de reacción

benzylamine

3-(4-methoxyphenyl) propanoic acid

triethylamine

ethyl chloroformate

→

above-identified product

Rendimiento 68.1%

N-Benzyl-3-(4-methoxyphenyl) propanamide

Rendimiento 68.1%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe resulting mixture was stirred for about thirty minutes
2. 2
   Otrothe solvent was evaporated
3. 3
   FiltraciónThe solid was collected by filtration
4. 4
   Lavadorinsed with water until neutral
5. 5
   OtroThe residue was dried under vacuum

Procedimiento

To a solution of 10.80 g (0.060 mole) of 3-(4-methoxyphenyl) propanoic acid and 6.57 g (0.065 mole of triethylamine in 25 ml dichloromethane at about 0.5° C., 6.84 g (0.063 mole) of ethyl chloroformate was added dropwise. The mixture was stirred for about 15 minutes at a temperature of about 5° to 10° C., then 6.96 g (0.065 mole) of benzylamine were added. The resulting mixture was stirred for about thirty minutes, and the solvent was evaporated. The residue was slurried in 5% aqueous sodium hydroxide. The solid was collected by filtration and rinsed with water until neutral. The washing process was repeated using 5% hydrochloric acid. The residue was dried under vacuum to give 11.0 g of the above-identified product, melting point 92°-94° C., which was suitable for use in step (b).

Fuente