Reaktion #62953

Reaktionsgleichung

3,5-difluorobenzylamine

methyl chloroacetate

triethylamine

→

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

Ausbeute 41.0%

Lösungsmittel

dimethylformamide

ether

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

Quelle