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

Method for preparing N-ethyl-L-menthyl formamide by configuration inversion of N-ethyl-neo-menthyl formamide

A technology of menthyl formamide and configuration inversion, applied in the field of configuration inversion of fine chemicals, can solve the problem of increasing equipment investment and production cost, increasing separation difficulty, and increasing the total yield of N-ethyl-L-menthyl formamide. The problem of unsatisfactory rate and other problems can achieve the effect of convenient post-reaction treatment, lower energy consumption and lower production cost.

Active Publication Date: 2019-06-07
WANHUA CHEM GRP CO LTD
View PDF16 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the overall yield of N-ethyl-L-menthyl formamide is not ideal, and a certain proportion of isomers are mixed in the product
Thereby increasing separation difficulty, also greatly increased equipment investment and production cost
There is no report on the conversion of the final product menthylamide isomers

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 preparing N-ethyl-L-menthyl formamide by configuration inversion of N-ethyl-neo-menthyl formamide
  • Method for preparing N-ethyl-L-menthyl formamide by configuration inversion of N-ethyl-neo-menthyl formamide
  • Method for preparing N-ethyl-L-menthyl formamide by configuration inversion of N-ethyl-neo-menthyl formamide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] N-ethyl-neo-menthyl formamide and N-ethyl-L-menthyl formamide mixture 30g (N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide= 0.38) was dissolved in 150ml of toluene solution, and 0.6g of N,N'-dicyclohexylmethylamine was added to the system. Stir at 135° C. for 24 h under nitrogen protection. After cooling down, add pure water to the reaction system (wash until the pH is between 7 and 7.5), let it stand and wait for stratification. Take out the organic layer and reclaim solvent toluene by distillation under reduced pressure, thereby obtain about 27.4g product, GC internal standard quantity: N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide= 0.02, the conversion rate is 91.3%, and the selectivity is 99.3%.

Embodiment 2

[0029] N-ethyl-neo-menthyl formamide and N-ethyl-L-menthyl formamide mixture 30g (N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide= 0.26) was dissolved in 150ml of toluene solution, and 0.6g of N,N'-dicyclohexylethylamine was added to the system. Stir at 135° C. for 24 h under nitrogen protection. After cooling down, add appropriate pure water to the reaction system to wash it until the pH is between 7 and 7.5, and let it stand for stratification. Toluene was reclaimed by distillation under reduced pressure, so as to obtain about 28.5g product, GC internal standard quantity: N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide=0.01, conversion rate 95%, the selectivity is 99.1%.

Embodiment 3

[0031] N-ethyl-neo-menthyl formamide and N-ethyl-L-menthyl formamide mixture 50g (N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide= 0.38) was dissolved in 250ml of toluene solution, and 2.5g of N,N'-diisopropylethylamine was added to the system. Stir at 135° C. for 24 h under nitrogen protection. Filtrate, add pure water to the filtrate and wash it until the pH is between 7 and 7.5, let it stand and wait for stratification, take out the organic layer after stratification and wash it twice with an appropriate amount of pure water, let it stand for stratification again, take out the organic layer under reduced pressure conditions Lower distillation reclaims toluene, thereby obtains about 46.7g product, GC internal standard quantity: N-ethyl-neo-menthyl formamide / N-ethyl-L-menthyl formamide=0.025, conversion rate 93%, select The sex is 98.9%.

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 preparing N-ethyl-L-menthyl formamide by configuration inversion of N-ethyl-neo-menthyl formamide. The method comprises the steps of dissolving N-ethyl-neo-menthylformamide or a mixture of N-ethyl-neo-menthyl formamide and N-ethyl-L-menthyl formamide into an organic solvent, adding a catalyst into the system, performing a configuration inversion reaction, performing washing on the reaction system, performing drying, and finally performing separation to obtain the N-ethyl-L-menthyl formamide. The method provided by the invention has a yield of about 91%; and the method is simple to operate, has convenient post-treatment, is green and environmentally friendly, can improve an atom utilization rate of the reaction, and is a method suitable for industrialized production.

Description

technical field [0001] The present invention relates to a kind of method for the configuration inversion of fine chemicals, exactly a kind of efficient, simple N-ethyl-neo-menthyl formamide configuration inversion method, makes N-ethyl-neo-menthyl formamide N-menthyl formamide is transformed into the product N-ethyl-L-menthyl formamide. Background technique [0002] As a high-end product of cooling agent, N-ethyl-L-menthol formamide has no pungent smell like menthol, has a strong cooling effect and pure taste, and its coolness is 3-5 times that of mint. It is widely used in high-end Daily chemical products and food. The preparation of N-ethyl-L-menthyl formamide generally takes menthol as a raw material, and the product can be obtained through multi-step reactions, so its price is relatively high. With the development of the economy and the improvement of people's living standards, people's demand for high-end cooling products is also increasing rapidly, which makes N-ethy...

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): C07C233/58C07C231/18
Inventor 李建锋郭斌陈来中张永振黎源李文滨李晶
Owner WANHUA CHEM GRP 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