反応 #73925

反応方程式

ethyl 2-bromoacetate

diethyl (benzylamino)methylphosphonate

intermediate 5.2

diethyl (benzylamino)methylphosphonate

DIEA

→

ethyl 2-(benzyl((diethoxyphosphoryl)methyl)amino)acetate

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他Into a 500-mL 3-necked round-bottom flask, was placed
2. 2
   workup.STIRRINGThe mixture was stirred for 30 min at room temperature
3. 3
   温度The resulting solution was heated
4. 4
   温度to reflux for 6 hr
5. 5
   濃縮concentrated under vacuum
6. 6
   その他This resulted in 8.0 g (50%) of ethyl 2-(benzyl((diethoxyphosphoryl)methyl)amino)acetate as yellow oil

実験手順

Into a 500-mL 3-necked round-bottom flask, was placed a solution of diethyl (benzylamino)methylphosphonate (intermediate 5.2) (12 g, 46.69 mmol, 1.00 equiv) in acetonitrile (150 mL), DIEA (12 g, 2.00 equiv). This was followed by the addition of ethyl 2-bromoacetate (8.4 g, 50.30 mmol, 1.10 equiv) dropwise with stirring. The mixture was stirred for 30 min at room temperature. The resulting solution was heated to reflux for 6 hr. The resulting mixture was cooled to room temperature and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:20 to 1:5). This resulted in 8.0 g (50%) of ethyl 2-(benzyl((diethoxyphosphoryl)methyl)amino)acetate as yellow oil.

出典