Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for synthesizing m-trifluoromethyl acetophenone

A technology of trifluoromethyl acetophenone and trifluoromethyl aniline, which is applied in the field of synthesis of m-trifluoromethyl acetophenone, can solve the problems of high raw material prices, high risk, and difficulty in industrialization, and achieve impurity content Low, consistent quality and performance, methodologically safe and controllable results

Active Publication Date: 2013-07-10
ZHEJIANG WEIHUA NEW MATERIAL CO LTD
View PDF4 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first three methods have difficult sources of raw materials, high risk, and are not easy to industrialize; the last method is easier to industrialize, but the raw materials used are expensive and not competitive

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing m-trifluoromethyl acetophenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A kind of synthetic method of m-trifluoromethyl acetophenone, take m-trifluoromethyl aniline as starting raw material, concrete steps comprise:

[0029] (1), diazotization reaction

[0030] 46 g m-trifluoromethylaniline was slowly added to a four-neck flask containing 280 g sulfuric acid solution (mass concentration 20%), then cooled to 0 °C and started to drop 30% NaNO 2 Aqueous solution 72 g, control temperature 0~5 ℃, heat preservation and stirring for 1 hour after dripping, obtain pale yellow diazonium salt clear liquid, heat preservation for later use.

[0031] (2), coupling reaction

[0032] Add 4.2 g of cuprous chloride, 10.2 g of acetic acid, 50.5 g of 50% acetaldehyde oxime aqueous solution and 100 mL of toluene into the four-neck flask, stir and cool. After cooling below 5°C, start to add the above-mentioned diazonium salt clear solution dropwise, and at the same time add 30% liquid caustic soda dropwise, control the pH at 4~4.5, and the temperature at 0~5°C...

Embodiment 2

[0037] (1), diazotization reaction

[0038] 46 g m-trifluoromethylaniline was slowly added to a four-neck flask containing 280 g sulfuric acid solution (mass concentration 25%), then cooled to 0 °C and started to drop 30% NaNO 2 Aqueous solution 71 g, control temperature 0~5 ℃, heat preservation and stirring for 1 hour after dripping, obtain light yellow diazonium salt clear liquid, heat preservation for later use.

[0039] (2), coupling reaction

[0040] Add 8.6 g of copper acetate, 5.2 g of acetic acid, 45.5 g of 50% acetaldehyde oxime aqueous solution and 100 mL of toluene into the four-neck flask, stir and cool. After cooling below 5°C, start to add the above-mentioned diazonium salt clear solution dropwise, and at the same time add 30% liquid caustic soda dropwise, control the pH at 4~4.5, and the temperature at 0~5°C. After the addition, the temperature was raised to 15°C and stirred, followed by GC analysis. After the reaction was completed, the mixture was separated ...

Embodiment 3

[0045] A kind of synthetic method of m-trifluoromethyl acetophenone, take m-trifluoromethyl aniline as starting raw material, concrete steps comprise:

[0046] (1), diazotization reaction

[0047] 46 g m-trifluoromethylaniline was slowly added to a four-neck flask containing 280 g sulfuric acid solution (mass concentration 25%), then cooled to 0 °C and started to drop 30% NaNO 2 Aqueous solution 72 g, control temperature 0~5 ℃, heat preservation and stirring for 1 hour after dripping, obtain pale yellow diazonium salt clear liquid, heat preservation for later use.

[0048] (2), coupling reaction

[0049] Add 3.9 g cupric chloride, 8.0 g acetic acid, 48.5 g 50% acetaldehyde oxime aqueous solution and 100 mL toluene into the four-neck flask, stir and cool. After cooling below 5°C, start to add the above-mentioned diazonium salt clear solution dropwise, and at the same time add 30% liquid caustic soda dropwise, control the pH at 4~4.5, and the temperature at 0~5°C. After the add...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for synthesizing m-trifluoromethyl acetophenone which is an important intermediate for medicine, pesticide and pigment. According to the method, m-trifluoromethylaniline as the initial raw material is diazotized to prepare a diazonium salt which is coupled with acetaldoxime under the catalysis of a copper salt by controlling the pH value at 4-4.5 and the temperature at 0-5 DEG C, and the coupling compound is extracted by an organic solvent and then hydrolyzed by using hydrochloric acid to obtain the m-trifluoromethyl acetophenone. The total yield of the m-trifluoromethyl acetophenone produced according to the method is more than 70 percent; and the reaction conditions of the method are simple, the yield is high, the pollution is small, and the method is applied to industrial production.

Description

Technical field [0001] The invention belongs to the field of chemical synthesis, and is specifically a synthesis method of m-trifluoromethylacetophenone. Background technique [0002] 3'-(Trifluoromethyl)acetophenone), referred to as TFAP, is a light yellow liquid and is mainly used in the fields of medicine, pesticides and dyes. It is a key intermediate in the synthesis of the methoxypropylene ester compound trifloxystrobin (trade name Flint), and is also an important raw material for the synthesis of medicines and dyes. Its key downstream product, trifloxystrobin, is a new type of highly efficient, safe and broad-spectrum fungicide that has special effects on powdery mildew and leaf spot. It is also effective against rust, downy mildew, damping off, apple scab, etc. It has good activity, low toxicity to mammals, bees, birds, fish, insects, etc., and has rapid environmental metabolism, so it is safe for the environment, has no teratogenic, carcinogenic, or mutagenic effect...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/80C07C45/42
Inventor 李俊奇周洪钟陈静华张泉泉王国荣常绚超葛天权
Owner ZHEJIANG WEIHUA NEW MATERIAL CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com