HRID2190307

反应详情

EQUATION

反应方程式

HRID 2190307 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

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

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 1 d
  3. customthe solids were removed by filtration
  4. concentrationThe filtrate was concentrated
  5. additiondiluted with 5 M NaOH, brine, and EtOAc
  6. extractionThe aqueous phase was extracted with EtOAc (2×)
  7. washthe combined organic extracts were washed with brine (1×)
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customPurification by flash column chromatography on silica gel (eluted with 10% MeOH in DCM)