반응 #2197423

반응 방정식

methyl 4-{[(2-methoxyphenethyl)amino]methyl}benzoate

ethyl 5-bromovalerate

sodium carbonate

→

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

용매

acetonitrile

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 18 hours
3. 3
   온도After cooling, most of the solvent
4. 4
   workup.DISTILLATIONis distilled off under reduced pressure
5. 5
   workup.ADDITIONthe residues are mixed with water
6. 6
   추출The mixture is extracted repeatedly with ethyl acetate
7. 7
   세척the organic phases are washed with saturated sodium chloride solution
8. 8
   건조after drying over magnesium sulphate
9. 9
   기타the solvent is removed under reduced pressure
10. 10
    기타The crude product is purified by flash chromatography over silica gel (0.04-0.063 nm)

실험 절차

15.0 g (50.0 mmol) of methyl 4-{[(2-methoxyphenethyl)amino]methyl}benzoate from Example I.1., 11.52 g (55.0 mmol) of ethyl 5-bromovalerate and 6.37 g (106.0 mmol) of sodium carbonate are dissolved in 30 ml of acetonitrile and heated at reflux for 18 hours. After cooling, most of the solvent is distilled off under reduced pressure and the residues are mixed with water. The mixture is extracted repeatedly with ethyl acetate, the organic phases are washed with saturated sodium chloride solution and, after drying over magnesium sulphate, the solvent is removed under reduced pressure. The crude product is purified by flash chromatography over silica gel (0.04-0.063 nm) using the mobile phase cyclohexane/ethyl acetate 4/1.

출처