反应详情

2-Aminomethyl-phenylamine (1.54 g, 10.1 mmol) and TEA (3.06 ml, 20.2 mmol) are refluxed in 1,4-dioxane. A solution of ethyl bromoacetate (1.12 ml, 10.1 mmol) in 1,4-dioxane (5 ml) is added slowly over 1 hour resulting in a precipitate. The reaction mixture is stirred at reflux for 2 hours. The reaction mixture is cooled to RT, treated with water and extracted with EtOAc, the organic phase is dried over MgSO4, filtered and is concentrated in vacuo. Purification by flash column chromatography on silica, eluting with DCM:MeOH (40:1) affords the title compound; [M+H]+ 195.

1. customresulting in a precipitate
2. temperatureat reflux for 2 hours
3. extractionextracted with EtOAc
4. dry with materialthe organic phase is dried over MgSO4
5. filtrationfiltered
6. concentrationis concentrated in vacuo
7. customPurification by flash column chromatography on silica
8. washeluting with DCM:MeOH (40:1)