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

Preparation method for 2,6-dichloro-4-fluorobenzaldehyde

A technology of fluorobenzaldehyde and dichloride, which is applied in the field of preparation of 2,6-dichloro-4-fluorobenzaldehyde, can solve problems such as application limitation, low yield of benzaldehyde, pollute the environment, etc., and achieves simple operation, raw material Easy to obtain, high yield effect

Inactive Publication Date: 2018-08-03
珠海奥博凯生物医药技术有限公司
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method not only pollutes the environment but also has a low yield of benzaldehyde, and the product contains halide ions, which limits its application.

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
  • Preparation method for 2,6-dichloro-4-fluorobenzaldehyde
  • Preparation method for 2,6-dichloro-4-fluorobenzaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] (1) Preparation of isopropylmagnesium chloride Grignard reagent: first add 20 mL of tetrahydrofuran and 3 g of 2-chloropropane into a 50 mL one-necked flask and stir to make a solution, and set aside. Under the protection of nitrogen, in a 50mL dry three-necked flask, add 1.1g of magnesium chips, a small amount of 2-chloropropane, and a small amount of tetrahydrofuran solvent, raise the temperature to 30-40°C, and initiate the reaction with bromoethane. Then the tetrahydrofuran solution of 2-chloropropane was added dropwise, and after the dropwise addition was completed, an insulation reaction was carried out, and the concentration of the obtained isopropylmagnesium chloride Grignard reagent was 1.7 mol / L.

[0019] (2) Grignard exchange: under the protection of nitrogen, add 10 g of 2,6-dichloro-4-fluoroiodobenzene and 20 ml of tetrahydrofuran into a 100 ml dry three-necked flask. Cool down to 0°C, slowly add the above-prepared isopropylmagnesium chloride Grignard reage...

Embodiment 2

[0023] (1) Preparation of isopropylmagnesium chloride Grignard reagent: first add 20 mL of tetrahydrofuran and 3 g of 2-chloropropane into a 50 mL one-necked flask and stir to make a solution, and set aside. Under the protection of nitrogen, in a 50mL dry three-necked flask, add 1.1g of magnesium chips, a small amount of 2-chloropropane, and a small amount of tetrahydrofuran solvent, raise the temperature to 30-40°C, and initiate the reaction with bromoethane. Then the tetrahydrofuran solution of 2-chloropropane was added dropwise, and after the dropwise addition was completed, an insulation reaction was carried out, and the concentration of the obtained isopropylmagnesium chloride Grignard reagent was 1.7 mol / L.

[0024] (2) Grignard exchange: under the protection of nitrogen, add 10 g of 2,6-dichloro-4-fluoroiodobenzene and 20 ml of tetrahydrofuran into a 100 ml dry three-necked flask. Cool down to -20°C, slowly add the above-prepared isopropylmagnesium chloride Grignard rea...

Embodiment 3

[0028] (1) Preparation of isopropylmagnesium chloride Grignard reagent: first add 20 mL of tetrahydrofuran and 3 g of 2-chloropropane into a 50 mL one-necked flask and stir to make a solution, and set aside. Under the protection of nitrogen, in a 50mL dry three-necked flask, add 1.1g of magnesium chips, a small amount of 2-chloropropane, and a small amount of tetrahydrofuran solvent, raise the temperature to 30-40°C, and initiate the reaction with bromoethane. Then the tetrahydrofuran solution of 2-chloropropane was added dropwise, and after the dropwise addition was completed, an insulation reaction was carried out, and the concentration of the obtained isopropylmagnesium chloride Grignard reagent was 1.7 mol / L.

[0029] (2) Grignard exchange: under nitrogen protection, 7.4 g of 2,6-dichloro-4-fluoroiodobenzene and 20 ml of tetrahydrofuran were added to a 100 ml dry three-necked flask. Cool down to 10°C, slowly add the above-prepared isopropylmagnesium chloride Grignard reage...

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 belongs to the technical field of organic synthesis, and particularly relates to a preparation method for 2,6-dichloro-4-fluorobenzaldehyde. The preparation method comprises the following steps: selecting commercially available 1,3-dichloro-2-fluoro-5-iodobenzene as a raw material; under a low-temperature condition, carrying out Grignard exchange reaction on 2,6-dichloro-4-fluoroiodobenzene and isopropylmagnesium chloride to prepare the Grignard reagent of phenylmagnesium chloride; carrying out formylation reaction on the obtained Grignard reagent of phenylmagnesium chloride andN,N-dimethylformamide; after hydrolysis is carried out through diluted hydrochloric acid, obtaining a 2,6-dichloro-4-fluorobenzaldehyde crude product; finally, purifying to obtain a 2,6-dichloro-4-fluorobenzaldehyde finished product. The method has the advantages of abundant raw material, high reaction purity yield, stable technical condition and simpleness in operation, is suitable for mass production and provides a new thought and method for preparing the 2,6-dichloro-4-fluorobenzaldehyde.

Description

Technical field: [0001] The invention relates to the technical field of organic synthesis, in particular to a preparation method of 2,6-dichloro-4-fluorobenzaldehyde. Background technique: [0002] 2,6-Dichloro-4-fluorobenzaldehyde is a light yellow crystal and is a chemical intermediate with a wide range of uses, widely used in the synthesis of pharmaceuticals and other fine chemical products. The traditional method of synthesizing benzaldehyde is toluene halogenation hydrolysis, which is to produce benzaldehyde through toluene toluene chlorination reaction and saponification reaction. This method not only pollutes the environment but also has a low yield of benzaldehyde, and the product contains halide ions, which limits its application. Therefore, it is of great significance to seek an efficient and clean synthesis route of benzaldehyde. Invention content: [0003] The technical problem to be solved by the present invention is to provide a method for preparing 2,6-dic...

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): C07C45/45C07C47/55
CPCC07C45/004C07C45/455C07F3/02C07C47/55
Inventor 曾梦静周运芬杨春朋
Owner 珠海奥博凯生物医药技术有限公司
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