Method for synthesizing 1,8-cineole from terpilenol

A technology for terpineol and cineole, which is applied in the field of 1,8-cineole synthesis, can solve the problems of complex steps, difficult to control purity, low yield and the like, and achieves easy operation, short reaction time and high yield. Effect

Inactive Publication Date: 2018-09-21
YUNNAN LORRAINE AROMATIC PROD CO LTD
View PDF9 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The object of the present invention is to provide a method for synthesizing 1,8-cineole from terpineol to solve the p...

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 synthesizing 1,8-cineole from terpilenol
  • Method for synthesizing 1,8-cineole from terpilenol
  • Method for synthesizing 1,8-cineole from terpilenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The method that terpineol synthesizes 1,8-cineole comprises the steps:

[0026] 1) The mass ratio of terpineol to dichloromethane is 1:13, and the mass ratio of terpineol to solid catalyst zinc trifluoromethanesulfonate is 1:10.4 into the reaction flask; under normal temperature and pressure, under nitrogen protection Stir with a stirrer for 4 hours at a speed of 80 rpm, and let it stand for 25 minutes after the reaction is completed to obtain the reaction solution I;

[0027] 2) Add dichloromethane to the reaction solution I, the mass ratio of terpineol to dichloromethane is 1:6, stir with a stirrer for 1 hour, and the rotation speed is 40 rpm to obtain the reaction solution II;

[0028] 3) Add saturated sodium bicarbonate solution to reaction solution II for extraction, the mass ratio of terpineol to saturated sodium bicarbonate solution is 1:19, let the layers stand for 10 minutes, and remove the lower layer solution to obtain reaction solution III;

[0029] 4) Wash...

Embodiment 2

[0031] The method that terpineol synthesizes 1,8-cineole comprises the steps:

[0032] 1) The mass ratio of terpineol to dichloromethane is 1:8, and the mass ratio of terpineol to solid catalyst zinc trifluoromethanesulfonate is 1:7.4 and added to the reaction flask; under normal temperature and pressure, under nitrogen protection Stir with a stirrer for 4 hours at a speed of 85 rpm, and let it stand for 25 minutes after the reaction is complete to obtain a reaction solution I;

[0033] 2) Add dichloromethane to the reaction solution I, the mass ratio of terpineol to dichloromethane is 1:4.5, stir with a stirrer for 1 hour, and the rotation speed is 45 rpm to obtain the reaction solution II;

[0034] 3) Add saturated sodium bicarbonate solution to reaction solution II for extraction, the mass ratio of terpineol to saturated sodium bicarbonate solution is 1:13.5, let the layers stand for 10 minutes, and remove the lower layer solution to obtain reaction solution III;

[0035] ...

Embodiment 3

[0037] The method that terpineol synthesizes 1,8-cineole comprises the steps:

[0038] 1) The mass ratio of terpineol to dichloromethane is 1:3.5, and the mass ratio of terpineol to solid catalyst zinc trifluoromethanesulfonate is 1:4.3 into the reaction flask; under normal temperature and pressure, under nitrogen protection Stir with a stirrer for 4 hours at a speed of 90 rpm, and let stand for 25 minutes after the reaction is complete to obtain a reaction solution I;

[0039] 2) Add dichloromethane to the reaction solution I, the mass ratio of terpineol to dichloromethane is 1:2.8, stir with a stirrer for 1 hour, and the rotation speed is 50 rpm to obtain the reaction solution II;

[0040] 3) adding saturated sodium bicarbonate solution to the reaction solution II for extraction, the mass ratio of terpineol to saturated sodium bicarbonate solution was 1:8.2, standing for 10 minutes, and removing the lower layer solution to obtain reaction solution III;

[0041] 4) Wash the ...

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 synthesizing 1,8-cineole from terpilenol, and relates to the technical field of synthesis of 1,8-cineole. Terpilenol is converted into 1,8-cineole through heterogeneous catalysis with zinc trifluorosulfonate or copper trifluorosulfonate as the catalyst. Terpilenol, dichloromethane and a solid catalyst are added into a reaction bulb for a stirring reaction through a stirrer under the protection of nitrogen at normal temperature and normal pressure, and the interference of an external environment is avoided. Dichloromethane diluted reaction liquid is added after the reaction is completed, a saturated sodium bicarbonate solution is added for extraction, a dichloromethane phase is synthesized and washed three times with a saturated salt solution, anhydroussodium sulfate is added for drying, and an organic phase is concentrated to obtain 1,8-cineole with certain purity. It is verified through experiments that the terpilenol conversion rate is up to 98%and the effective conversion rate of 1,8-cineole reaches 60% or above. Terpilenol is low in price and easy to obtain when serving as the raw material, and the production cost is reduced; high temperature, high pressure and other strict conditions are avoided, the technological steps are simple, the reaction time is short, and the conversion rate is high; no harmful byproducts can be generated, andthe method is friendly to the environment.

Description

technical field [0001] The invention relates to the technical field of 1,8-cineole synthesis, in particular to a method for synthesizing 1,8-cineole from terpineol. Background technique [0002] 1,8-cineole is the main component of eucalyptus oil, which is mainly used in hygiene and pharmaceutical products. High-purity 1,8-cineole products have special value in some oral medicines (such as cough syrup, chewing gum) and food flavors. 1,8-cineole is mainly extracted from natural product eucalyptus oil, but due to limited natural resources and many impurities in eucalyptus oil, it is difficult to obtain high-purity 1,8-cineole products to satisfy the market need. At present, in the existing domestic experimental reports, there are studies on the synthesis of 1,8-cineole by chemical means, but the yield of the experimental results is low, the technical steps are relatively complicated, the purity of the product is difficult to control, and some difficult-to-handle clean, The ...

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): C07D493/08
CPCC07D493/08
Inventor 胡翔飞叶志恒
Owner YUNNAN LORRAINE AROMATIC PROD 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