反应 #2314330

ord-a498fe644d474c9abc28dfb03760d9c4

反应方程式

CCN(CC)c1ccc(C=N[C@@H]2CCCC[C@H]2N)c(O)c1
(R,R)-N-mono[4-(diethylamino)salicylidene]-1,2-cyclohexanediamine
COc1ccc(C=O)c(O)c1
4-methoxysalicylaldehyde
CCN(CC)c1ccc(C=N[C@@H]2CCCC[C@H]2N=Cc2ccc(OC)cc2O)c(O)c1
crude product
CCN(CC)c1ccc(C=N[C@@H]2CCCC[C@H]2N=Cc2ccc(OC)cc2O)c(O)c1
(R,R)-N-[4-(Diethylamino)salicylidene]-N′-(4-methoxysalicylidene)-1,2-cyclohexanediamine

反应条件

温度
60°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度After the reaction solution has been cooled to room temperature it
  2. 2
    浓缩is concentrated to dryness

实验过程

To a suspension of 2.5 g (8.64 mmol) of (R,R)-N-mono[4-(diethylamino)salicylidene]-1,2-cyclohexanediamine in 200 ml of ethanol is added dropwise over the course of 45 minutes at room temperature a solution of 1.3 g (8.64 mmol) of 4-methoxysalicylaldehyde in 200 ml of ethanol. The reaction solution is heated at 60° C. for 4 h. After the reaction solution has been cooled to room temperature it is concentrated to dryness. The crude product obtained is purified by column chromatography (ethyl acetate/methanol 9:1). Yield: 500 mg (14%), reddish orange oil, which slowly crystallizes.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06413926B2uspto-grants-2002_07