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

Preparation method of 4-bromo-1, 1, 2-trifluoro-1-butene

A technology for trifluorobutane and butene, which is applied in the direction of dehalogenation and preparation, can solve the problems of difficult solvent recovery, unfavorable industrialization and environmental protection, inability to achieve effective separation of product and reaction liquid, etc., and achieves simple operation and high yield. Effect

Inactive Publication Date: 2016-07-13
ZHEJIANG LANTIAN ENVIRONMENTAL PROTECTION HI TECH +1
View PDF17 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If distillation is used, a large amount of zinc salts will easily form complexes with the product and solvent due to the reaction, making it difficult to completely distill the product and effectively separate the product from the reaction solution; if water washing is used, the polar solvent used has better water solubility , making solvent recovery more difficult
Therefore, the zinc / organic polar solvent reaction system currently used is extremely unfavorable for industrialization and environmental protection.

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Example 1: Synthesis of 4-bromo-1,1,2-trifluoro-1-butene

[0018] In a three-necked flask equipped with a stirring device, 9.8 g (0.15 mol) of zinc powder and 24 g (1.33 mol) of water were added, and the temperature was raised to 50° C. with stirring. Add 46g (0.15mol, 99.4%) of 1,4-dibromo-2-chloro-1,1,2-trifluorobutane dropwise, during which the rate of addition is controlled so that the reaction temperature is maintained at 50-60°C, and the drop is completed after 60 minutes . 50 ℃ insulation reaction for 3h. Zinc powder basically disappears. After filtering, the filtrate was allowed to stand for stratification, and the liquid was separated to obtain 24.2 g of the crude product. According to GC analysis, the content of 4-bromo-1,1,2-trifluoro-1-butene in the crude product was 96.8%, and the yield was 82.7%.

Embodiment 2

[0019] Example 2: Synthesis of 4-bromo-1,1,2-trifluoro-1-butene

[0020] In a three-necked flask equipped with a stirring device, 14.7 g (0.225 mol) of zinc powder and 24 g (1.33 mol) of water were added, and the temperature was raised to 60° C. with stirring. Add 46g (0.15mol, 99.4%) of 1,4-dibromo-2-chloro-1,1,2-trifluorobutane dropwise, during which the rate of addition is controlled so that the reaction temperature is maintained at 60-70°C, and the drop is completed in 70 minutes . Heat at 60°C for 0.5h. Zinc dust remains. Filter to recover 4.4g of zinc powder. The filtrate was allowed to stand for stratification, and the liquid was separated to obtain 24.5 g of the crude product. According to GC analysis, the content of 4-bromo-1,1,2-trifluoro-1-butene in the crude product was 98.6%, and the yield was 85.2%.

Embodiment 3

[0021] Example 3: Synthesis of 4-bromo-1,1,2-trifluoro-1-butene

[0022] In a three-necked flask equipped with a stirring device, 10.8 g (0.165 mol) of zinc powder and 32 g (1.78 mol) of water were added, and the temperature was raised to 70° C. with stirring. Add 46g (0.15mol, 99.4%) of 1,4-dibromo-2-chloro-1,1,2-trifluorobutane dropwise, during which the rate of addition is controlled so that the reaction temperature is maintained at 70-80°C, and the drop is completed after 45 minutes . Reaction at 70°C for 1.0h. A small amount of zinc dust remained. Filter to recover 0.7g of zinc powder. The filtrate was allowed to stand for stratification, and the liquid was separated to obtain 24.7 g of crude product. According to GC analysis, the content of 4-bromo-1,1,2-trifluoro-1-butene in the crude product was 98.9%, and the yield was 86.1%.

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 preparation method of 4-bromo-1, 1, 2-trifluoro-1-butene. According to the preparation method, in water as a solvent, 1, 4-dibromo-2-chloro-1, 1, 2-trifluorobutylene and zinc, iron, magnesium, aluminum, tin, copper or manganese as a dehalogenation agent undergo a dehalogenation reaction to produce 4-bromo-1, 1, 2-trifluoro-1-butene. The preparation method has the advantages of high yield, simple separation process, no need of solvent recovery and low cost.

Description

technical field [0001] The invention belongs to the field of fluorine-containing fine chemicals and relates to a preparation method of 4-bromo-1,1,2-trifluoro-1-butene. Background technique [0002] 4-Bromo-1,1,2-trifluoro-1-butene (4-Bromo-1,1,2-trifluoro-1-butene, abbreviated as BTFB) is an important fluorine-containing organic intermediate, which can be used In pesticides, pharmaceuticals, materials and other fields. 例如在农药领域,专利US3562341、WO2004020399、EP410551、CN1359379、WO2003049541、DE19544674、CN87104606、WO2003039258、US5514717、CN1064479、WO9321150、WO9304049和EP506269等报道了以4-溴-1,1,2-三氟-1- Butene is an intermediate, and -CH is introduced through the reaction 2 CH 2 CF=CF 2 Functional groups, the obtained pesticide has particularly outstanding performance in killing nematodes, and has the functions of killing worms and killing mites. [0003] In the prior art, the preparation method of 4-bromo-1,1,2-trifluoro-1-butene has the following reports: [0004] U.S. Patent US2003181...

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): C07C17/23C07C21/18
Inventor 张勇耀刘毓林徐卫国赵卫娟杨箭
Owner ZHEJIANG LANTIAN ENVIRONMENTAL PROTECTION HI TECH
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