反应详情

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.

1. filtrationThe precipitate is filtered off
2. concentrationthe filtrate concentrated by evaporation on a RE
3. customThe residue of evaporation
4. dissolutionis dissolved in 4 l of EtOAc
5. custom4 l of water, the water phase is separated
6. extractionextracted twice with EtOAc
7. washThe organic phases are washed with water, 0.1 N HCl, water, sat. Na2CO3, water and brine
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated by evaporation
10. stirringStirring of the residue in 2.5 l of hexane
11. filtrationfiltering