反応 #62953

反応方程式

3,5-difluorobenzylamine

methyl chloroacetate

triethylamine

→

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

収率 41.0%

溶媒

dimethylformamide

ether

反応条件

後処理

1. 1
   ろ過the triethylamine hydrochloride filtered
2. 2
   濃縮The filtrate was concentrated under vacuum
3. 3
   その他the resultant oil triturated with ethyl acetate
4. 4
   その他the solution decanted from a small amount of residual oil
5. 5
   その他The solvent was removed
6. 6
   その他the product was purified by flash chromatography (silica)
7. 7
   洗浄by eluting with hexane-ethyl acetate (70:30)

実験手順

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%).

出典