Method for aqueous-phase synthesizing cyan-substituted styrene compounds

A cyano-substituted, styrene-based technology, applied in the field of aqueous phase synthesis, can solve the problems of difficulty in recovery, toxicity of organic solvents, environmental hazards, etc., and achieves the effects of being easy to handle, not harming the environment, and improving yield

Active Publication Date: 2014-07-09
ANHUI UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In traditional organic reactions, organic solvents are the most commonly used reaction media, mainly because they can dissolve organic compounds well, but the toxicity and difficulty of recycling organic solvents make them harmful to the environment

Method used

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  • Method for aqueous-phase synthesizing cyan-substituted styrene compounds
  • Method for aqueous-phase synthesizing cyan-substituted styrene compounds
  • Method for aqueous-phase synthesizing cyan-substituted styrene compounds

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Experimental program
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Embodiment Construction

[0047] 1. Preparation of compound Y1:

[0048] Put 0.530g (5mmol) of benzaldehyde, 0.585g (5mmol) of benzyl nitrile and 30mL of water into a 100mL round bottom flask, add 6mL of aqueous sodium hydroxide solution with a mass concentration of 5% dropwise under stirring, and react at room temperature for 12h after the dropwise addition , a white solid precipitate was obtained, which was filtered by suction, washed with water until neutral, and dried to obtain 0.965 g of the target compound with a yield of 94.146%.

[0049] 1 H NMR (DMSO-d 6 ,400MHz,ppm)δ:7.45-7.57(m,6H),7.78(d,J=7.2Hz,2H),7.95(d,J=7.6Hz,2H),8.07(s,1H). 13 C NMR (DMSO-d 6 , 100MHz, ppm) δ: 110.33, 117.86, 125.77, 128.91, 129.10, 129.15, 129.25, 130.57, 133.70, 133.74, 142.91.

[0050] 2. Preparation of compound Y2:

[0051] Put 0.535g (5mmol) of 4-pyridinecarbaldehyde, 0.585g (5mmol) of phenylacetonitrile and 30mL water into a 100mL round-bottomed flask, add 6mL of 5% sodium hydroxide aqueous solution dropwis...

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Abstract

The invention discloses a method for aqueous-phase synthesizing cyan-substituted styrene compounds. The cyan-substituted styrene compounds are synthesized by taking water as a solvent and taking benzyl cyanide and aromatic aldehyde as materials through noevenagel condensation reaction, wherein the aromatic aldehyde is selected from formula shown in the specification. According to the invention, the reaction is carried out at a room temperature; relative to other high-temperature reactions in the prior art, not only is yield improved, but also energy resources are saved, and therefore, the method is beneficial to low-carbon harmless green engineering. White spherical precipitates are generated after reaction and dehydration, and the white spherical precipitates are washed in water to neutral, and dried to obtain a target product; and besides, the method is simple in synthetic steps, easy for treatment and high in yield.

Description

1. Technical field [0001] The invention relates to a water-phase synthesis method, in particular to a water-phase synthesis method of cyano-substituted styrene compounds with high yield at room temperature. 2. Background technology [0002] In the 21st century, the sustainable development of society and its related ecological, environmental, resource, economic and other issues have increasingly become the focus of attention of the international community and have been raised to the height of development strategy. The country continues to issue laws and regulations to protect the environment, prompting the chemical industry to focus on eliminating or reducing the generation of waste from the source, that is, the prevention of original pollution, rather than the vicious circle process of pollution first and then treatment. During the "Eleventh Five-Year Plan" period, the energy consumption per unit of GDP will be reduced by about 20%, and the total discharge of major pollutant...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/34C07C253/30C07D213/57C07D333/24
Inventor 杨家祥潘剑婷孔林任军
Owner ANHUI UNIVERSITY
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