反应详情

温度

0 °C

At 0° C., 176.8 ml (176.8 mmol) of a 1N boron tribromide solution in methylene chloride are added dropwise to 16.03 g (53.561 mmol) of methyl 4-{[(2-methoxyphenethyl)amino]methyl}benzoate from Example. I.1 in 100 ml of methylene chloride. After one hour of stirring at 0° C., 150 ml of methanol are added and the solution is heated at reflux for 4 hours. The solvent is distilled off under reduced pressure and the residue is taken up in a mixture of 190 ml of ethyl acetate and 10 ml of methanol. Using 10% strength sodium carbonate solution, the mixture is made alkaline and extracted with ethyl acetate/methanol 9/1. The combined organic phases are washed with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent is distilled off under reduced pressure. The crude product is purified by chromatography over silica gel (0.04-0.063 nm) using the mobile phase methylene chloride/methanol 100/2.

1. customAt 0° C.
2. temperaturethe solution is heated
3. temperatureat reflux for 4 hours
4. distillationThe solvent is distilled off under reduced pressure
5. additionthe residue is taken up in a mixture of 190 ml of ethyl acetate and 10 ml of methanol
6. extractionextracted with ethyl acetate/methanol 9/1
7. washThe combined organic phases are washed with saturated sodium chloride solution
8. dry with materialdried over magnesium sulphate
9. distillationthe solvent is distilled off under reduced pressure
10. customThe crude product is purified by chromatography over silica gel (0.04-0.063 nm)