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Novel synthetic method for F-acrylic acid and derivative thereof

A derivative and newly synthesized technology, applied in the chemical industry, can solve the problems of expensive raw materials and high toxicity, and achieve the effect of low toxicity, simple process and strong operability

Inactive Publication Date: 2015-12-09
朱虹
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 2-Fluoroacrylic acid has attracted wide attention as a monomer of various optical materials. Recently, it has also been reported that 2-fluoroacrylic acid can be prepared by various methods as a drug intermediate, but the disadvantage of these methods is that the raw materials are not only expensive, but also very toxic. Big

Method used

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  • Novel synthetic method for F-acrylic acid and derivative thereof
  • Novel synthetic method for F-acrylic acid and derivative thereof
  • Novel synthetic method for F-acrylic acid and derivative thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Using very cheap raw material CH 3 -C(OR 1 ) 3

[0026] Wherein R1=alkyl, aryl, pass through the ketene acetal derivative of intermediate molecular formula (2) and the cyclopropane derivative of molecular formula (3) successively, for metal oxide catalyst, what use is SiO 2 , Al2O 3 , B 2 o 3 , ZrO 2 , MgO, V 2 o 5 、TiO 2 , Fe 2 o 3 , NiO, CuO, ZnO, MoO 3 , SnO 2 , rO 2 , and their mixture, the reaction is carried out by contacting the ortho acetate of molecular formula (4) and metal oxide, the working temperature is generally at 100 to 400 ° C, preferably at 250 to 350 ° C, and the contact time is generally 1 to 120 seconds (for example, from 1 to 30 seconds), unreacted CH3-C (OR 1 ) 3 can return to the reactor to generate CH2=C(OR 1 ) 2 .

[0027] The second step is to react the ketene acetal derivative of molecular formula (2) with CHCl2F under alkaline conditions. That is, the base can be an inorganic base, such as an alkali metal hydroxide, or a...

Embodiment 2

[0030] In a stainless steel tube reactor loaded with γ-alumina, the system was heated under flowing nitrogen at 250°C for 17h. Trimethyl orthoacetate was added to the reactor under nitrogen protection at the same temperature (contact time, 10 seconds). The crude product was collected under cooling (0 °C). After washing with alkaline solution, the target product ketene acetal was collected by distillation to produce a clear liquid with a conversion rate of 70% and a selectivity of 70%.

Embodiment 3

[0032] To a mixture of ketene acetal, KOH, a phase transfer catalyst, n-hexane and water, add a n-hexane solution of fluorodichloromethane at 0°C. After stirring at the same temperature for 1 h, the layers were separated. The organic phase was washed with KOH solution, dried and distilled to obtain the target product 1-chloro-1fluoro-2,2-dimethoxycyclopropane with a yield of 80%.

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Abstract

The present invention discloses a novel synthetic method for F-acrylic acid and a derivative thereof. According to the process, ketene diethyl acetal with a molecular formula (2) CH2=C(OR1)2 is used for preparing 2-fluoride acrylic acid with a molecular formula (1) CH2=CF-CO2R and an ester thereof through a cyclopropane derivative with a molecular formula (3). According to the synthetic method disclosed by the invention, the synthetic method has the characteristics that the process is simple, the operability is high, raw materials used in preparation are cheap and the toxicity is low.

Description

technical field [0001] The invention relates to the technical field of chemical engineering, in particular to a novel synthesis method of F-acrylic acid and its derivatives. Background technique [0002] 2-Fluoroacrylic acid has attracted wide attention as a monomer of various optical materials. Recently, it has also been reported that 2-fluoroacrylic acid can be prepared by various methods as a drug intermediate, but the disadvantage of these methods is that the raw materials are not only expensive, but also very toxic. Big. Contents of the invention [0003] In order to solve the above-mentioned problems, the present invention provides a new synthesis method of F-acrylic acid and its derivatives, which can effectively prepare F-acrylic acid and its derivatives with low-cost raw materials, and has little toxicity. [0004] In order to achieve the above object, the technical scheme adopted in the present invention is as follows: [0005] A new synthetic method of F-acryl...

Claims

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Application Information

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IPC IPC(8): C07C67/00C07C69/653C07C41/18C07C43/16C07C41/30C07C43/192
CPCC07C67/00C07C41/18C07C41/30C07C69/653C07C43/16C07C43/192
Inventor 朱虹
Owner 朱虹
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