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

Preparation method of 1,6-dioxaspiro [4, 4] nonane-3,8-diene derivative

A technology of dioxane and derivatives, applied in the field of pharmaceutical preparations, can solve problems such as limiting the application of carbon dioxide, and achieve the effects of mild conditions, convenient post-processing and simple operation

Active Publication Date: 2014-02-19
苏州楚凯药业有限公司 +1
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A widely accepted idea is that carbon dioxide is chemically thermodynamically and kinetically stable and is generally regarded as an inert substance, which limits its potential applications in

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Step 1) Add cyclohexylisonitrile (126 ul, 1.0 mmol), dimethyl butynedioate (194 ul, 1.5 mmol) and 2.5 mL of toluene to a 25 mL round bottom flask, protect with CO2 balloon, toluene 80 0 C vigorously stirred under heating condition for 24 hours.

[0026] Step 2) After the reaction, the solvent was evaporated under reduced pressure, and the product was separated by column chromatography using petroleum ether-acetone (20:1) as the eluent, and recrystallized from ethanol to obtain a white needle-like crystal a 。

Embodiment 2

[0028] Step 1) Add tert-butylisonitrile (115 ul, 1.0 mmol), dimethyl butyndioate (194 ul, 1.5 mmol) and 2.5 mL of toluene into a 25 mL round bottom flask, protect with CO2 balloon, toluene 80 0 C vigorously stirred under heating condition for 24 hours.

[0029] Step 2) After the reaction, the solvent was evaporated under reduced pressure, and the product was separated by column chromatography using petroleum ether-acetone (25:1) as the eluent, and recrystallized to obtain a light yellow solid b.

Embodiment 3

[0031] Step 1) Add n-butylisonitrile (107 ul, 1.0 mmol), dimethyl butynedate (194 ul, 1.5 mmol) and 2.5 mL of toluene into a 25 mL round bottom flask, and heat the toluene vigorously at 800°C under the protection of CO2 balloon Stir for 36 hours.

[0032] Step 2) After the reaction, the solvent was evaporated under reduced pressure, and the product c was separated by column chromatography using petroleum ether-acetone (25:1) as the eluent as a light yellow oil.

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 reparation method of a 1,6-dioxaspiro [4, 4] nonane-3,8-diene derivative. The preparation method comprises the following steps: 1) adding isonitrile, acetylenic esters and carbon dioxide in a 25 ml round-bottom flask, and stirring vigorously under certain conditions; and 2) after the reaction, conducting reduced pressure distillation to remove the solvent and conducting column chromatography isolation by using petroleum ether-acetone as an eluent to obtain a product. The invention finds for the first time a multicomponent compound with two carbon oxygen double bonds of carbon dioxide participating at the same time; and the method has the advantages of simple reaction operations, convenient posttreatment, mild conditions and operation conditions of atmospheric pressure and no catalysis.

Description

technical field [0001] The invention relates to a pharmaceutical preparation, in particular to a preparation method of 1,6-dioxaspiro[4,4]nonane-3,8-diene derivatives. Background technique [0002] Carbon dioxide has become a popular renewable carbon resource due to its advantages of non-toxicity, abundance and economy. A widely accepted idea is that carbon dioxide is chemically thermodynamically and kinetically stable and is generally regarded as an inert substance, which limits its potential applications. From the perspective of Lewis acid-base theory, carbon dioxide can be defined as both a Lewis acid and a Lewis base, so carbon dioxide can react with electron-rich ions, and easily react with electron-deficient compounds or protons, metal ions, etc. According to the existing literature, the organic synthesis reactions involving carbon dioxide are mainly the synthesis of cyclic carbonates and polycarbonates, carbamates, unsaturated cyclic lactones, acid derivatives, alcoh...

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 Applications(China)
IPC IPC(8): C07D493/10
CPCC07D493/10
Inventor 刘现军汪顺义赵立立
Owner 苏州楚凯药业有限公司
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