反应详情

温度

115 °C

A neat solution of 8.82 g (30.39 mmol) of 3-(3,4-dichloro-phenylamino)-propionic acid tert-butyl ester, 13.97 ml (151.97 mmol) of methyl bromoacetate and 17.64 ml (151.97 mmol) of 2,6-lutidine was stirred 14 h at 60° C., diluted with 20 ml of CH3CN and heated at 115° C. for 6 h. The reaction was then partitioned between aq. 10% KHSO4 solution and EtOAc (3×). The organic phases were washed with aq. 10% NaCl solution, dried over Na2SO4 evaporated and purified by flash silica gel column (n-heptane:EtOAc 95:5 to 9:1) to yield 7.86 g (71%) of the title compound as an yellow oil. MS: 362.0 (MH+, 2Cl).

1. customThe reaction was then partitioned between aq. 10% KHSO4 solution and EtOAc (3×)
2. washThe organic phases were washed with aq. 10% NaCl solution
3. dry with materialdried over Na2SO4
4. customevaporated
5. custompurified by flash silica gel column (n-heptane:EtOAc 95:5 to 9:1)