反応 #77489

反応方程式

N-methylmorpholine

allylamine

2-iodo-benzoic acid chloride

→

2-iodo-benzoic acid allylamide

溶媒

acetonitrile

反応条件

後処理

1. 1
   ろ過The precipitate is filtered off
2. 2
   濃縮the filtrate concentrated by evaporation on a RE
3. 3
   その他The residue of evaporation
4. 4
   workup.DISSOLUTIONis dissolved in 4 l of EtOAc
5. 5
   その他4 l of water, the water phase is separated
6. 6
   抽出extracted twice with EtOAc
7. 7
   洗浄The organic phases are washed with water, 0.1 N HCl, water, sat. Na2CO3, water and brine
8. 8
   乾燥dried (Na2SO4)
9. 9
   濃縮concentrated by evaporation
10. 10
    workup.STIRRINGStirring of the residue in 2.5 l of hexane
11. 11
    ろ過filtering

実験手順

470 ml (4.28 mol) of N-methylmorpholine, followed by 224 ml (2.98 mol) of allylamine are added under ice cooling to 750 g (2.81 mol) of 2-iodo-benzoic acid chloride in 7.5 l of acetonitrile, and stirred for 60 min at RT. The precipitate is filtered off and the filtrate concentrated by evaporation on a RE. The residue of evaporation is dissolved in 4 l of EtOAc and 4 l of water, the water phase is separated and extracted twice with EtOAc. The organic phases are washed with water, 0.1 N HCl, water, sat. Na2CO3, water and brine, dried (Na2SO4) and concentrated by evaporation. Stirring of the residue in 2.5 l of hexane and filtering yields 2-iodo-benzoic acid allylamide; m.p. 105-106° C.

出典