Reacción #62953

Ecuación de reacción

3,5-difluorobenzylamine

methyl chloroacetate

triethylamine

→

N-(3,5-difluorobenzyl)glycine methyl ester

Rendimiento 41.0%

Disolventes

dimethylformamide

ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe triethylamine hydrochloride filtered
2. 2
   ConcentraciónThe filtrate was concentrated under vacuum
3. 3
   Otrothe resultant oil triturated with ethyl acetate
4. 4
   Otrothe solution decanted from a small amount of residual oil
5. 5
   OtroThe solvent was removed
6. 6
   Otrothe product was purified by flash chromatography (silica)
7. 7
   Lavadoby eluting with hexane-ethyl acetate (70:30)

Procedimiento

A solution of 3,5-difluorobenzylamine prepared as above (12.3 g, 0.0863 mole), methyl chloroacetate (7.6 ml, 0.0863 mole) and triethylamine (12.0 ml, 0.0863 mole) in dry dimethylformamide (85 ml) was heated at 60° C. for 3 hours. The mixture was diluted with an equal volume of ether and the triethylamine hydrochloride filtered. The filtrate was concentrated under vacuum, the resultant oil triturated with ethyl acetate, and the solution decanted from a small amount of residual oil. The solvent was removed and the product was purified by flash chromatography (silica) by eluting with hexane-ethyl acetate (70:30) to give N-(3,5-difluorobenzyl)glycine methyl ester as an oil (7.61 g, 41%).

Fuente