A kind of n-octadecyl ethyl imidate methyl ester and its synthetic method

A technology of methyl octadecyl ethyl imide and a synthetic method, applied in directions such as organic chemistry, can solve the problems of complex reaction process, low yield of imidate, no published literature report on the production method, etc. The process method is simple, the yield is high, and the effect of filling the blank of production technology

Active Publication Date: 2019-10-11
PETROCHINA CO LTD
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the unsaturated system synthesis method and the triethyl orthoformate method, the imidate yield is low; while the Schmidt reaction process is complicated and the operation is cumbersome
[0014] And, the synthetic method of above N-substituted imidate is mainly limited to the target product of the functional group of short carbon chain, and for the imidic acid methyl ester of long carbon chain such as N-octadecyl ethyl imidic acid methyl ester The production method has not been reported in the public literature so far

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
  • A kind of n-octadecyl ethyl imidate methyl ester and its synthetic method
  • A kind of n-octadecyl ethyl imidate methyl ester and its synthetic method
  • A kind of n-octadecyl ethyl imidate methyl ester and its synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] This embodiment provides a kind of methyl N-octadecyl acetimidate, which is synthesized through the following steps:

[0037] Weigh 2.78g of octadecylamine into a four-neck flask with a condenser, vacuum device and thermometer, add 55mL of methanol, and heat until octadecylamine is completely dissolved in a constant temperature oil bath;

[0038] When the temperature rises to 70°C, slowly drop 1.72g of N,N-dimethylacetamide dimethyl acetal into the solution, and react at 0.1MPa for 2.8h;

[0039] TLC (V CHCl3:CH3OH =3:1) sample climbing board, no raw material point occurs, indicating that octadecylamine is fully converted;

[0040] Reduce the pressure to 0.07MPa, and continue the reaction at 50°C for 30 minutes to obtain a light yellow liquid product, namely methyl N-octadecylglycolimate, the yield of methyl N-octadecylglycolimate was 71.3%.

[0041] The mass spectrogram (diluted in acetonitrile) of the product synthesized in this embodiment is as follows: figure 1 ...

Embodiment 2

[0046] This embodiment provides a kind of methyl N-octadecyl acetimidate, which is synthesized through the following steps:

[0047] Weigh 2.83g of octadecylamine into a four-neck flask equipped with a condenser tube, a vacuum device and a thermometer, add 60mL of methanol, and heat in a constant temperature oil bath until octadecylamine is completely dissolved;

[0048] When the temperature rises to 50°C, slowly drop 2.02g of N,N-dimethylacetamide dimethyl acetal into the solution, and react at 0.1MPa for 8h;

[0049] TLC (V CHCl3:CH3OH =3:1) sample climbing board, no raw material point occurs, indicating that octadecylamine is fully converted;

[0050] Reduce the pressure to 0.08MPa, continue the reaction at 45°C for 15 minutes, and obtain a light yellow liquid product, which is methyl N-octadecylglycolimate, the N-octadecylglycolimate methyl ester of this example The yield of ester was 70.8%.

[0051] The above examples illustrate that in the synthetic method of N-octade...

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 provides N-octadecyl methyl ethylamine and a synthesis method thereof. The synthesis method comprises the following steps: dissolving acetal and octadecylamine into methanol, wherein themolar ratio of the acetal to the octadecylamine ranges from1:1 to 1.5:1, and the weight of the methanol is 50 to 99 percent of the total weight; heating to appointed temperature and performing normal-pressure reaction for 0.1 to 12 hours; reducing the pressure to 0.01 to 0.08 MPa, carrying out a reaction at 20 to 120 DEG C for 0.25 to 12 hours, and stopping the reaction to obtain the N-octadecylmethyl ethylamine. The yield of the N-octadecyl methyl ethylamine synthesized by the synthesis method of the N-octadecyl methyl ethylamine can reach up to 71 percent or higher, the synthesis method issimple in operation, the volatile products are easy to recover, and environmental friendliness is achieved.

Description

technical field [0001] The invention relates to a synthesis method, in particular to a synthesis method of methyl N-octadecyl acetimidate, which belongs to the technical field of organic synthesis. Background technique [0002] N-substituted imidate is an important class of organic synthesis intermediates, and is also an important raw material for pharmaceutical research and development. The main intermediates of compounds such as (PataiS, Rappoport Z. The Chemistry of amidines and imidates [M]. Wiley, 1975). [0003] At present, the synthesis of N-substituted imidate compounds includes: [0004] Pinner reaction: under the catalysis of acid (such as hydrochloric acid), nitrile and alcohol generate imidate hydrochloric acid, which reacts with amine to generate N-substituted imidate compound (Jiang Hu, Liu Yin, Liu Xiaole, etc. N-cyanide A new method for the synthesis of ethyl ethyl imidate [J]. Applied Chemical Industry, 2013, 42(2): 274-278). [0005] [0006] Alkylati...

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 Patents(China)
IPC IPC(8): C07C257/06
Inventor 侯庆锋郭东红赵玉军徐艳王帆
Owner PETROCHINA CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap