반응 #214158

반응 방정식

2-(4-chlorophenyl)-3-methylbutyramide

3-phenoxybenzyl bromide

dichloromethane

→

3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutanimidate

용매

ether

ethyl ether

반응 조건

후처리

1. 1
   온도The mixture is refluxed for 2 hours
2. 2
   기타separated
3. 3
   workup.ADDITIONby pouring into ice cold aqueous ethyl acetate/sodium bicarbonate
4. 4
   세척The organic phase is washed with water
5. 5
   기타dried
6. 6
   기타The residue is triturated with ether
7. 7
   여과filtered
8. 8
   농축The filtrate is concentrated
9. 9
   기타chromatographed on silica gel
10. 10
    세척eluting with 25% ethyl acetate/hexane

실험 절차

To a refluxing solution of 2.72 g (12.9 mmol) of 2-(4-chlorophenyl)-3-methylbutyramide and 2.27 g (8.6 mmol) of 3-phenoxybenzyl bromide in a solution of 15 ml dichloromethane and 3 ml ethyl ether is added a solution of 1.83 g (9.5 mmol) of silver tetrafluoroborate in ether. The mixture is refluxed for 2 hours and then separated by pouring into ice cold aqueous ethyl acetate/sodium bicarbonate. The organic phase is washed with water, dried and stripped of solvent. The residue is triturated with ether and filtered. The filtrate is concentrated and chromatographed on silica gel, eluting with 25% ethyl acetate/hexane, and then on plates using 35% ethyl acetate/hexane, to yield 3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutanimidate, MS m/e 393 (M+).

출처