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Synthetic method for 2-bromo-3-phenyl-2-propenal

A technology of bromocinnamaldehyde and synthesis method, which is applied in the field of synthesis of fine chemical product α-bromocinnamaldehyde, can solve the problems of high raw material cost, complicated post-treatment process, low yield, etc., and achieve low raw material cost and three wastes The effect of small quantity and high yield

Active Publication Date: 2019-05-03
烟台恒鑫化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] 1. The yield is low and the cost of raw materials is high;
[0015] 2. The post-processing process after the reaction is complicated

Method used

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  • Synthetic method for 2-bromo-3-phenyl-2-propenal
  • Synthetic method for 2-bromo-3-phenyl-2-propenal

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Preparation of silica gel supported bromine:

[0038] Drop into bromine in the clean 1000ml three-necked flask that has separator, reflux condenser (reflux condenser is installed on the top of separator), stirring paddle, thermometer: 18.0g (content: 99.2%, 0.1116mol), ring Hexane: 600ml. The outer wall of the three-necked flask is slowly heated with an electric heating mantle, and the cyclohexane vaporizes and enters the condenser for cooling, and the condensate flows into the water separator. At the beginning, the cyclohexane deposited in the water separator became turbid and small water droplets were deposited at the bottom of the water separator. After refluxing for a period of time, the cyclohexane returned to the water separator became clear, and the water separation was completed.

[0039] After the water separation is completed, stop heating and let it cool down naturally. Add 35 g of silica gel to the three-necked flask, and stir slowly for 30 minutes. Chang...

Embodiment 2

[0050] Preparation of silica gel supported bromine:

[0051] Drop into bromine in the clean 1000ml three-necked flask that has separator, reflux condenser (reflux condenser is installed on the top of separator), stirring paddle, thermometer: 15.3g (content: 99.2%, 0.0949mol), ring Hexane: 600ml. The outer wall of the three-necked flask is slowly heated with an electric heating mantle, and the cyclohexane vaporizes and enters the condenser for cooling, and the condensate flows into the water separator. At the beginning, the cyclohexane deposited in the water separator became turbid and small water droplets were deposited at the bottom of the water separator. After refluxing for a period of time, the cyclohexane returned to the water separator became clear, and the water separation was completed.

[0052] After the water separation is completed, stop heating and let it cool down naturally. Add the silica gel filtered out from the previous batch into the three-necked flask, and...

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Abstract

The invention discloses a synthetic method for 2-bromo-3-phenyl-2-propenal. The method comprises the following steps: firstly, preparing silica gel-supported bromine; secondly, performing an additionreaction on cinnamaldehyde and the silica gel-supported bromine by using carbon tetrachloride as a solvent to form 2,3-dibromo-3-phenylpropanal; and finally, performing an elimination reaction on the2,3-dibromo-3-phenylpropanal and sodium carbonate under the action of a phase transfer catalyst to synthesize the 2-bromo-3-phenyl-2-propenal. The method provided by the invention has the advantages of a high reaction yield, good product quality and a simple post-treatment process.

Description

technical field [0001] The invention relates to the field of fine organic chemical synthesis, in particular to a method for synthesizing a fine chemical product α-bromocinnamaldehyde. Background technique [0002] α-bromocinnamaldehyde (2-bromocinnamaldehyde), English name: 2-Bromo-3-phenyl-2-propenal. α-Bromocinnamaldehyde is a widely used broad-spectrum bactericidal, anti-mildew, anti-moth, and deodorant agent. It also has the advantages of long-lasting, low volatility, and low toxicity. It is widely used in daily necessities, food, textiles, etc. , decorative materials and other fields. [0003] The conventional synthesis method of α-bromocinnamaldehyde is the addition reaction of cinnamaldehyde and bromine in acetic acid under ice-water cooling conditions. The addition product does not need to be separated and is directly added to potassium carbonate to remove hydrogen bromide under reflux conditions to generate α-bromocinnamaldehyde. According to the literature, the ...

Claims

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Application Information

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IPC IPC(8): C07C47/24C07C45/63C07C45/65
Inventor 梁小静
Owner 烟台恒鑫化工科技有限公司
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