HRID1889697

反应详情

EQUATION

反应方程式

HRID 1889697 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 mixture of (3-(4-fluorophenoxy)phenyl)methanamine (200 mg, 0.092 mmol, 1.0 eq) in methanol was added 4-phenylbutanal (136 mg, 0.92 mmol, 1.0 eq). The mixture was refluxed for 2 h, then cooled to 0° C., before adding NaBH4 (105 mg, 2.76 mmol, 3.0 eq) portion wise. The mixture was stirred for 15 minutes before being quenched with 10% aq. NaHCO3 solution. The volatiles were evaporated under reduced pressure and the aqueous solution obtained was extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the desired compound (200 mg, 62%); 1H NMR (400 MHz, CD3OD) δ 7.33-6.86 (m, 13H), 3.72-3.50 (s, 2H), 2.63-2.50 (m, 4H), 1.65-1.54 (m, 4H). MS (ESI): 350.2 (M+H)+.

WORKUP

后处理

  1. temperatureThe mixture was refluxed for 2 h
  2. custombefore being quenched with 10% aq. NaHCO3 solution
  3. customThe volatiles were evaporated under reduced pressure
  4. customthe aqueous solution obtained
  5. extractionwas extracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous Na2SO4
  7. concentrationconcentrated under reduced pressure