反应详情

温度

110 °C

To toluene 3.0 mL solution of tert-butyl 2-amino-4-phenethylbenzoate 0.10 g were added 4-(4-bromophenyl)morpholine 0.21 g, cesium carbonate 0.23 g, tris(dibenzylideneacetone)dipalladium(0) 3.2 mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.3 mg at room temperature, and it was stirred at 110° C. for 6 hours. After the reaction mixture was cooled to room temperature, palladium acetate 1.6 mg, tris(dibenzylideneacetone)dipalladium(0) 3.2 mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.3 mg were added, and it was stirred at 110° C. for 12 hours. After the reaction mixture was cooled to room temperature, 4-(4-bromophenyl)morpholine 0.21 g, cesium carbonate 0.23 g, palladium acetate 1.6 mg, tris(dibenzylideneacetone)dipalladium(0) 3.2 mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.3 mg were added, and it was stirred at 110° C. for 4 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 2-(4-morpholinoanilino)-4-phenethylbenzoate.

1. temperatureAfter the reaction mixture was cooled to room temperature
2. stirringit was stirred at 110° C. for 12 hours
3. temperatureAfter the reaction mixture was cooled to room temperature
4. stirringit was stirred at 110° C. for 4 hours
5. temperatureAfter the reaction mixture was cooled to room temperature
6. filtrationinsoluble matter was filtrated
7. additionethyl acetate and 10% citric acid aqueous solution were added to it
8. customThe organic layer was separated
9. customcollected
10. dry with materialdried over anhydrous magnesium sulfate
11. washafter washing with saturated sodium chloride aqueous solution
12. customthe solvent was removed under reduced pressure