HRID2190307
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
To a solution of 2-vinylpyrimidine (0.373 g, 3.51 mmol) in EtOH (6 mL) at room temperature was added AcOH (1 mL) and 3,3-diphenylpropan-1-amine (2.21 g, 10.5 mmol). The reaction mixture was heated to reflux for 1 d, cooled to 0° C., and the solids were removed by filtration. The filtrate was concentrated and diluted with 5 M NaOH, brine, and EtOAc. The aqueous phase was extracted with EtOAc (2×) and the combined organic extracts were washed with brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 10% MeOH in DCM) gave 3,3-diphenyl-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine.
WORKUP
后处理
- temperatureThe reaction mixture was heated
- temperatureto reflux for 1 d
- customthe solids were removed by filtration
- concentrationThe filtrate was concentrated
- additiondiluted with 5 M NaOH, brine, and EtOAc
- extractionThe aqueous phase was extracted with EtOAc (2×)
- washthe combined organic extracts were washed with brine (1×)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- customPurification by flash column chromatography on silica gel (eluted with 10% MeOH in DCM)