Check patentability & draft patents in minutes with Patsnap Eureka AI!

Synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene butyrate

A technology of ethyl methylene butyrate and a synthesis method is applied in the field of compound synthesis and can solve the problems of low utilization rate of fluorine atoms, high requirements for labor protection safety facilities, and difficulty in controlling volatile organic compounds and nitrogen oxides. problems, to achieve the effect of protecting the ecological environment, realizing recyclable use, and facilitating labor protection

Active Publication Date: 2021-01-29
科莱博(江苏)科技股份有限公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Although the existing technology is relatively mature, the utilization rate of fluorine atoms is too low. The two fluorine atoms in the tetrafluoroethyl ether molecule are all converted into cheap inorganic fluoride salts. The utilization rate of fluorine atoms is only 50%, which is a serious waste of resources. higher cost
In addition, because triethylamine has a strong ammonia odor, is flammable and explosive, it has higher requirements on the labor protection of workers and the safety facilities of the factory during its use.
At the same time, it is difficult to control the volatile organic compounds and nitrogen oxides produced during the use of triethylamine, which can no longer meet the increasingly stringent ecological environment supervision requirements

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
  • Synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene butyrate
  • Synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene butyrate
  • Synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene butyrate

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0041] The preparation method of complex catalyst among the present invention can refer to following documents and books:

[0042] (1) Efficient, Single-Step Access to Imidazo [1,5-a] pyridine N-Heterocyclic Carbene Precursors [J]. ORGANIC LETTERS. 2011 Vol.13, No.19 5256–5259;

[0043] (2) (C ∧ C * )-cyclometalated platinum(II) imidazo [1,5-a] pyridine NHCcomplexes-Synthesis and characterization[J]. Journal of Organometallic Chemistry. 775(2015). 155-163;

[0044] (3) Efficient synthesis of bulky N-Heterocyclic carbene ligands forcoinage metal complexes[J]. Journal of Organometallic Chemistry. 820(2016).1-7;

[0045] (4) Synthesis and characterization of novel cyclopentadienyl molybdenumimidazo [1,5-a] pyridine-3-ylidene complexes and their application in olefinepoxidation catalysis[J]. Journal of Catalysis. 319(2014). 119–126;

[0046] (5) Chiral imidazo [1,5-a] tetrahydroquinoline N-heterocyclic carbenes and their copper complexes for asymmetric catalysis[J]. Tetrahedron...

Embodiment 1

[0050] The specific steps of the synthetic method of the 4,4-difluoro-3-oxo-2-piperidin-1-yl methylene butyrate ethyl ester of the present embodiment are:

[0051] use as figure 1 The production device shown, first 3-(1-piperidinyl)-ethyl acrylate (800 kg, 4.37 kmoL), 1-fluoro-2-fluoromethylpiperidine (30 kg, 0.22 kmoL) and trichloroethylene (1988.35 kg, 15.3 kmoL) was sequentially added to the 5000L Hastelloy condensation reactor 1, the motor was turned on to stir, and the temperature was lowered to below 5°C for later use, that is, the liquid to be condensed.

[0052] Then continuously pump tetrafluoroethyl ether gas into the cracker 6, and the cracked gas (mainly composed of difluoroacetyl fluoride, ethylene, and hydrogen fluoride) generated by the cracking is passed into the 5000 L Hastelloy condensation reactor 1 to the condensation reactor 1 The 3-(1-piperidinyl)-ethyl acrylate in the reaction is completed and the pumping is stopped. The reaction formula that reacts in...

Embodiment 2

[0073] The specific steps of the synthetic method of the 4,4-difluoro-3-oxo-2-piperidin-1-yl methylene butyrate ethyl ester of the present embodiment are:

[0074] First, 3-(1-piperidinyl)-ethyl acrylate (1000 kg, 5.46 kmoL), 1-fluoro-2-fluoromethylpiperidine (33.33 kg, 0.24 kmoL) and trichloroethylene (2500 kg, 19.24 kmoL) into the 5000 L Hastelloy Condensation Reactor 1 in turn, turn on the motor to stir, stir and cool down to below 4°C for later use, that is, the liquid to be condensed.

[0075] Then continuously pump tetrafluoroethyl ether gas into the cracker 6, and the cracked gas (mainly composed of difluoroacetyl fluoride, ethylene, and hydrogen fluoride) generated by the cracking is passed into the 5000 L Hastelloy condensation reactor 1 to the condensation reactor 1 The 3-(1-piperidinyl)-ethyl acrylate in the reaction is completed and the pumping is stopped.

[0076] Difluoroacetyl fluoride and 3-(1-piperidinyl)-acrylic acid ethyl ester carry out condensation reacti...

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 relates to a synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-methylene butyrate. The synthetic method comprises the following steps: 1, carrying out a condensation reactionon difluoroacetyl fluoride and 3-(1-piperidyl)-ethyl acrylate to generate 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene ethyl butyrate and hydrogen fluoride, and 2, carrying out a reaction on the hydrogen fluoride generated in the step 1 and trichloroethylene under the action of a fluorination catalyst to generate trifluoroethylene and hydrogen chloride, and 3, reacting the trifluoroethylene generated in the step 2 with oxygen under the action of a complex catalyst to generate difluoroacetyl fluoride, and recycling the difluoroacetyl fluoride generated in the step 3 as a reactant in the step1. According to the synthetic method of the ethyl 4, 4-difluoro-3oxo-2-piperidine-1-methylene butyrate, the raw materials are simple and easy to obtain, the atom utilization rate is high, and the production safety is high.

Description

technical field [0001] The invention relates to a synthesis method of a compound, belonging to the technical field of chemical synthesis. Background technique [0002] Ethyl 4,4-difluoro-3-oxo-2-piperidin-1-ylmethylene butyrate, as an intermediate compound, can be used to prepare the world's mainstream fungicides, such as pyrazonamide, fluorine The main raw material 3-difluoromethyl-1-methylpyrazole-4-carboxylic acid of pyraclostrobin and bibenden needs to be used as a raw material; it can also be used to prepare fluorine-containing paints, with 4,4- The paint prepared from ethyl difluoro-3-oxo-2-piperidin-1-ylmethylene butyrate is superior to conventional paints in anti-mildew, anti-seepage, acid and alkali resistance, and weather resistance. . [0003] At present, the mainstream production process of ethyl 4,4-difluoro-3-oxo-2-piperidin-1-ylmethylene butyrate at home and abroad is: dissolving 3-(1-piperidinyl)-ethyl acrylate In an organic solvent (usually toluene, xylen...

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
IPC IPC(8): C07D295/145C07F11/00B01J31/22
CPCC07D295/145C07F11/00B01J31/2273B01J2531/62B01J2531/0233B01J2231/40
Inventor 林韦康朱海陈东辉相雪理庞德泉王明春
Owner 科莱博(江苏)科技股份有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com