Реакция #214158

Уравнение реакции

2-(4-chlorophenyl)-3-methylbutyramide

3-phenoxybenzyl bromide

dichloromethane

→

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

Растворители

ether

ethyl ether

Условия реакции

Обработка

1. 1
   ТемператураThe mixture is refluxed for 2 hours
2. 2
   Другоеseparated
3. 3
   workup.ADDITIONby pouring into ice cold aqueous ethyl acetate/sodium bicarbonate
4. 4
   ПромывкаThe organic phase is washed with water
5. 5
   Другоеdried
6. 6
   ДругоеThe residue is triturated with ether
7. 7
   Фильтрацияfiltered
8. 8
   КонцентрированиеThe filtrate is concentrated
9. 9
   Другоеchromatographed on silica gel
10. 10
    Промывкаeluting with 25% ethyl acetate/hexane

Методика

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+).

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