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Method for synthesizing aromatic acetal through styrene under visible light

A technology based on styrene and visible light, applied in chemical instruments and methods, preparation of organic compounds, physical/chemical process catalysts, etc., can solve problems such as high price, environmental pollution, corrosiveness, etc., and achieve the benefit of large-scale industrial Promotion, high practical value and application prospect, avoiding side effects such as peroxidation

Active Publication Date: 2019-02-22
FUZHOU UNIV
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  • Application Information

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Problems solved by technology

However, these methods often have very large limitations: aldehydes and ketones are expensive, protons or Lewis acids are not only corrosive but also prone to side reactions such as peroxidation, require higher reaction temperatures and use organic compounds such as benzene and toluene. Solvents can cause huge pollution to the environment

Method used

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  • Method for synthesizing aromatic acetal through styrene under visible light

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Experimental program
Comparison scheme
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Embodiment 1

[0015] Add 8-10mg catalyst Ir / ZnIn to the reaction tube 2 S 4 , then add 0.12mmol-0.10mmol of styrene, 0.1mmol of mercaptan and 4ml of alcohol, and then irradiate the reaction tube for 8-15h at normal temperature, normal pressure, air atmosphere, and visible light. The reaction formula is as follows:

[0016] . The reaction results are shown in Table 1.

[0017] Table 1

[0018]

[0019] As can be seen from Table 1, through visible light and Ir / ZnIn 2 S 4 It is feasible to catalyze thiols to generate thiol radicals, and then react styrene with alcohols to generate aryl acetals under the action of thiol radicals, and this reaction has a certain scope of substrate application. Methanol and ethanol can react with styrene to generate the corresponding acetal, and the reaction yield is high, but with the increase of the alcohol carbon chain, the yield of the target acetal decreases.

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Abstract

The invention discloses a method for synthesizing aromatic acetal through styrene under visible light, and belongs to the technical field of organic synthesis. According to the method for synthesizingthe aromatic acetal through the styrene under the visible light, at the normal temperature and the normal pressure and under the air atmosphere, thioxo free radicals generated by mercaptan under theeffects of a catalyst Ir / ZnIn2S4 and the visible light is utilized to induce a reaction of the styrene and alcohol to generate the aromatic acetal, during the reaction of the styrene and the alcohol,expensive aldehyde or ketone does not need to serve as a substrate, and corrosive protonic acid or Lewis acid does not need to be added either; and the product yield is high, the reaction condition iswildmild, the method has the advantages that operation is easy, convenient and easy to implement, the cost is low, and large-scale industrial popularization is facilitated.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a new method for synthesizing aromatic acetal from styrene under visible light. Background technique [0002] Aromatic aldehyde acetal is a very important organic raw material, which is widely used in the industrial production of spices, medicine, food, tobacco, cosmetics and paints. In addition, aromatic aldehydes also have special chemical stability, so they are often used in the protection of carbonyl groups in the total synthesis of esters, sugars, steroids, and complex natural products. In view of the important application value of aromatic aldehyde acetals in industry, people have carried out many explorations and researches on the synthesis of aromatic aldehyde acetals. Most of the existing methods for the synthesis of aromatic acetals generate acetals through the condensation reaction between aldehydes or ketones and alcohols catalyzed by protonic a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/54C07C43/307B01J27/045
CPCC07C41/54B01J27/045B01J35/39C07C43/307
Inventor 李朝晖李媛媛
Owner FUZHOU UNIV