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A kind of method for preparing 3-methyl-1,3-bisferrocenyl propen-1-one

A technology of double ferrocenyl propylene and acetyl ferrocene, which is applied in chemical instruments and methods, metallocenes, organic chemistry, etc., can solve the problems of troublesome post-processing, long reaction time, and low yield, and achieve the goal of reaction The effect of short time, easy operation and low equipment requirements

Active Publication Date: 2016-08-10
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method has a long reaction time, relatively complicated operation, troublesome post-processing, and low yield

Method used

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  • A kind of method for preparing 3-methyl-1,3-bisferrocenyl propen-1-one

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In the first step, add 2mmol acetyl ferrocene, 1.5mmol NaOH and 3.5mmol K to the mortar 2 CO 3 , grind for 10min, then stand still for 2h to obtain the mixture;

[0024] In the second step, add 50mL of water to the mixture to disperse evenly, then suction filter, wash the filter cake with water until its pH = 7, and dry it at room temperature to obtain a dark red powder that is 3-methyl-1,3- Bisferrocenylpropen-1-one, the yield is 85%; m.p is 120~121℃.

[0025] IR (KBr) (cm -1 ): 3091, 1109, 1006, 819 (C-H of ferrocene ring); 1637 (C=O); 1586 (C=C).

Embodiment 2

[0027] In the first step, add 2mmol acetyl ferrocene, 2mmol KOH and 2.5mmol K to the mortar 2 CO 3 , grind for 15min, then stand still for 1.5h to obtain the mixture;

[0028] In the second step, add 65mL of water to the mixture to disperse evenly, then filter with suction, wash the filter cake with water until its pH=6, and dry it at room temperature to obtain a dark red powder that is 3-methyl-1,3- Bisferrocenyl propen-1-one, the yield is 89%; m.p is 120~121℃.

Embodiment 3

[0030] In the first step, add 2mmol acetyl ferrocene and 3.5mmol NaOH to the mortar, grind for 20min, and then let stand for 2h to obtain the mixture;

[0031] In the second step, add 60mL of water to the mixture to disperse evenly, then filter with suction, wash the filter cake with water until its pH=7, and dry it at room temperature to obtain a dark red powder that is 3-methyl-1,3- Bisferrocenyl propen-1-one, the yield is 92%; m.p is 120~121℃.

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Abstract

The invention provides a method for preparing 3-methyl-1,3-bisferrocenyl propen-1-ketone, according to A:B:C=2:(1.5~3.5):(0~3.5) ratio, add A mmol acetylferrocene, B mmol base and C mmol K to the reaction vessel 2 CO 3 , grind for 10 to 30 minutes, and then stand still to obtain a mixture; then add water to the mixture to disperse evenly, then filter with suction, wash and dry the filter cake to obtain 3‑methyl‑1,3‑bisferrocenyl Propylene-1-one. The present invention adopts the grinding method to prepare the target product, with acetyl ferrocene as raw material, with K 2 CO 3 And alkali is used as catalyst or alkali alone is used as catalyst, the reaction does not need solvent, the operation is simple, the reaction is easy to control, the reaction time is short, the equipment requirement is low, the post-treatment is simple, and the yield is high.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, in particular to a method for preparing 3-methyl-1,3-bisferrocenyl propen-1-one. Background technique [0002] Since the discovery of ferrocene by Kealy and Pauson in 1951, this organometallic compound has attracted people's attention for its unique structure and properties. Due to its aromaticity, thermodynamic stability, photochemical stability, electrophilicity, low toxicity, and redox reversibility, it has been used in various fields, such as: asymmetric catalysis, electrochemical sensors, optical devices, liquid crystal materials, etc. At the same time, ferrocene can pass through the cell membrane and directly interact with intracellular enzymes, DNA or RNA, so it is also widely used in the fields of biology and medicine, such as: anti-tumor, anti-ulcer, anti-spasm, anti-inflammatory , Sterilization, etc. Therefore, the research on ferrocene compounds is very meaningful. [0003] Didier ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F17/02
Inventor 刘玉婷殷艳佼尹大伟王捷张韩利吕博
Owner SHAANXI UNIV OF SCI & TECH