反应 #2314328

反应方程式

ethyl acetate methanol

N-Mono[4-(diethylamino)salicylidene]-2-methylpropane-1,2-diamine

4-methoxysalicylaldehyde

→

salen

溶剂

ethanol

反应条件

后处理

1. 1
   温度is heated
2. 2
   其他is obtained
3. 3
   温度the mixture is heated
4. 4
   温度at reflux for 2 h
5. 5
   浓缩Thereafter the reaction solution is carefully concentrated
6. 6
   其他the residue is dried under a high vacuum
7. 7
   其他The crude product obtained
8. 8
   其他Purification

实验过程

A suspension of 13.6 g (0.0517 mol) of N-Mono[4-(diethylamino)salicylidene]-2-methylpropane-1,2-diamine from Example 1 in 50 ml of ethanol is heated with stirring at 50° C. until a clear solution is obtained. 7.87 g (0.0517 mol) of 4-methoxysalicylaldehyde (solid) are added and the mixture is heated at reflux for 2 h. After that time the reaction is complete (TLC monitoring, ethyl acetate/methanol 9:1). Thereafter the reaction solution is carefully concentrated and the residue is dried under a high vacuum. The crude product obtained comprises 20 g of a dark red oil, which slowly solidifies. Purification is by column chromatography (eluent mixture: ethyl acetate/methanol 9:1). The asymmetrically substituted salen derivative is isolated as the diastereomer mixture (structures I and II). Yield: 7 g, reddish oil (34%). The product is characterized by 1H and 13C NMR spectroscopy.

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