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

Method for preparing 3,4-carane diol as mosquito and fly evading agent

A kind of technology of carenediol and carene, applied in the field of preparation of mosquito repellent 3,4-carenediol, can solve problems such as unsafe operation, long reaction time, etc., achieve high yield, short reaction period, and reaction mild conditions

Inactive Publication Date: 2011-05-18
SHANGHAI INST OF TECH
View PDF5 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The present invention is in order to solve the above-mentioned operation unsafe factor, reaction time brought by hydrogen peroxide as oxidant in the intermediate product α-epoxycarane preparation process A new method for the preparation of 3, 4-caranediol was proposed

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 3,4-carane diol as mosquito and fly evading agent
  • Method for preparing 3,4-carane diol as mosquito and fly evading agent
  • Method for preparing 3,4-carane diol as mosquito and fly evading agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The preparation method of the supported cobalt phthalocyanine catalyst of the present invention (see document 4)

[0039] Weigh 50g of acidic alumina (calcined in a muffle furnace at 500°C for 5 hours before use) into absolute ethanol and stir to form a suspension, add dissolved 0.03mol NiCl 2 ·6H 2 O in anhydrous ethanol solution, impregnated at room temperature for 24 hours, after suction filtration and drying, put it into a muffle furnace and roast it at 300°C for 4 hours. ), the solid powder obtained above and phthalic anhydride, urea, ammonium molybdate according to the following ratio (NiCl 2 ·6H 2 O. The molar ratio of phthalic anhydride and urea is 0.25:1:25, ammonium molybdate is 2% of the total weight of the above reagents) mixed, ground evenly, melted in a stainless steel pot at a temperature of 180°C, violently Stir until the mixture is black-purple viscous, put it in a muffle furnace, bake at 240°C for 4 hours, then wash with dilute hydrochloric acid and...

Embodiment 2

[0041] The preparation of intermediate raw material α-epoxycarane used in the present invention

[0042] In 250mL there-necked flask, add the 0.04g Al that embodiment 1 gains 2 o 3 Supported cobalt phthalocyanine catalyst, add 10g 1,2-dichloroethane, 4g isobutyraldehyde, 1g chlorobenzene (internal standard), 2g 3-carene (purity is 90%), put the three-necked flask in oil In the bath, feed oxygen into the three-necked flask with a flow rate of 32 mL / min, keep the temperature at 25°C, and react under magnetic stirring for 8 hours. After the reaction, remove the solid catalyst by filtration, and then wash with sodium bicarbonate to remove the reaction generated. Isobutyric acid was washed three times with distilled water, dried with anhydrous magnesium sulfate, and the remaining organic mixture was removed with a rotary evaporator to remove low-boiling organic solvents. The brown organic matter obtained was α-carane oxide, and 1.24 g of the target product was obtained. The convers...

Embodiment 3

[0050] The preparation of intermediate raw material α-epoxycarane used in the present invention

[0051] In 250mL there-necked flask, add the 0.04g Al that embodiment 1 gains 2 o 3 Loaded cobalt phthalocyanine catalyst, add 10g 1, 2-dichloroethane, 4g isobutyraldehyde, 1g chlorobenzene (internal standard), 2g 3-carene (purity is 90%), put the three-necked flask in the oil In the bath, feed oxygen into the three-necked flask with a flow rate of 32 mL / min, keep the temperature at 30°C, and react under magnetic stirring for 8 hours. After the reaction, remove the solid catalyst by filtration, and then wash with sodium bicarbonate to remove the Isobutyric acid was washed three times with distilled water, dried with anhydrous magnesium sulfate, and the remaining organic mixture was removed with a rotary evaporator to remove low-boiling organic solvents. The brown organic matter obtained was α-carane oxide, and 1.42 g of the target product was obtained. The conversion rate of 3-ca...

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 3,4-carane diol as a mosquito and fly evading agent, which comprises the steps of: with load type cobalt phthalocyanine as a catalyst, 1,2-dichloroethane as a solvent, oxygen as an oxidizing agent and isobutyraldehyde as an auxiliary oxidant, reacting for several hours under the condition of approaching the normal temperature to obtain alpha-epoxy carane as an intermediate product, and then hydrolyzing under an acid condition to prepare the 3,4-carane diol. The invention relates to a preparation method of the 3,4-carane diol as the mosquito and fly evading agent, i.e. the 3,4-carane diol as the mosquito and fly evading agent is prepared from two-step reaction of 3-carene of oxygen catalytic epoxidation and acid ring opening. The method has the characteristics of simple preparation steps, safe and reliable reaction conditions, convenience for operation, short reaction period, high yield and the like.

Description

technical field [0001] The invention relates to a preparation method of 3, 4-caranediol, a mosquito and fly repellant. Background technique [0002] The main component of turpentine, 3-carene, is one of the few chiral source compounds containing a certain chiral three-membered ring structure in nature, and is an important raw material for the preparation of chiral pesticide intermediate 1R trans chrysanthemic acid. The selective epoxidation or allylic oxidation of the carbon-carbon double bond in carene can synthesize many valuable compounds. 3,4-caranediol is one of them. 3,4-caranediol is an active ingredient of a mosquito and fly repellant (US 5,130,136), which is effective against blood-sucking pests such as mosquitoes, midges, stable flies, sand flies, Black mosquitoes, blood-sucking midges, flies and other pests have strong repelling effects, and the main raw materials for their synthesis are 3-carene and its epoxidized product α-epoxycarane. [0003] In 1997, Ashiya...

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): C07C35/28C07C29/10C07D303/04C07D301/06
Inventor 孙小玲江营陈萍赵小艳王蕊
Owner SHANGHAI INST OF TECH
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