Reacción #8229

Ecuación de reacción

methyl 4-[({2-[(4-bromobenzyl)oxy]phenethyl}amino)-methyl]benzoate

ethyl 5-bromovalerate

sodium bicarbonate

water

→

Methyl 4-{[{2-[(4-bromobenzyl)oxy]phenethyl}(5-ethoxy-5-oxopentyl)amino]methyl}benzoate

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 18 hours
2. 2
   Extracciónextracted with methylene chloride
3. 3
   LavadoThe organic phase is washed with saturated sodium chloride solution
4. 4
   Secadodried over magnesium sulphate
5. 5
   workup.DISTILLATIONthe solvent is distilled off under reduced pressure
6. 6
   OtroThe residue is purified by chromatography over silica gel using the mobile phase methylene chloride/methanol 100/1

Procedimiento

5.00 g (11.0 mmol) of methyl 4-[({2-[(4-bromobenzyl)oxy]phenethyl}amino)-methyl]benzoate from Ex. VIII, 2.30 g (11.0 mmol) of ethyl 5-bromovalerate and 1.109 g (13.21 mmol) of sodium bicarbonate in 30 ml of acetonitrile are heated at reflux for 18 hours. The reaction mixture is admixed with water and extracted with methylene chloride. The organic phase is washed with saturated sodium chloride solution and dried over magnesium sulphate and the solvent is distilled off under reduced pressure. The residue is purified by chromatography over silica gel using the mobile phase methylene chloride/methanol 100/1.

Fuente