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

A kind of method for preparing 3-methyl-3-butenal

A technology of butenal and methyl, applied in the field of preparing 3-methyl-3-butenal, can solve problems such as difficulty in recycling, and achieve the effects of easy control, reduction of safety risk levels, and simple and easy method.

Active Publication Date: 2021-09-07
WANHUA CHEM GRP CO LTD
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the catalyst is a homogeneous catalyst and is not easy to recycle

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

[0036] A method for preparing 3-methyl-3-butenal, the steps are:

[0037] Under the protection of nitrogen atmosphere, 0.645g (5mmol) quinoline, 2g (5% palladium loading) palladium carbon, 85.5mg (0.25mmol) dicobalt octacarbonyl and 152.1g (1mol) citral were added into the autoclave. Replace with hydrogen for 6 times, and after the volume content of oxygen drops below 10ppm, start the heating button, raise the temperature of the reactor to 100°C, and keep the pressure at 0.5MPa. Add 86.1 g (1 mol) of 3-methyl-3-butenol into the reactor at a rate of 5 g / min, and keep the temperature of the reactor for 3 hours after the feeding is completed. The temperature of the reaction kettle was lowered, and the reaction solution was obtained by filtering after pressure release.

[0038] A small amount of the reaction liquid was analyzed by gas chromatography, and the composition of the reaction liquid was: 64.35% citronellal, 0.20% 3-methyl-3-butenol, 35.00% 3-methyl-3-butenal, and 0.45% ...

Embodiment 2

[0041] A method for preparing 3-methyl-3-butenal, the steps are:

[0042] Under the protection of nitrogen atmosphere, 1.033g (8mmol) quinoline, 5g (5% palladium loading) palladium carbon, 85.5mg (0.25mmol) dicobalt octacarbonyl and 153.7g (0.8mol) pseudoionone were added to the autoclave middle. Replace with hydrogen for 6 times, and after the volume content of oxygen drops below 10ppm, start the heating button, raise the temperature of the reactor to 60°C, and keep the pressure at 1.5MPa. Add 86.1 g (1 mol) of 3-methyl-3-butenol into the reactor at a rate of 5 g / min, and keep the temperature of the reactor for 5 hours after the feeding is completed. The temperature of the reaction kettle was lowered, and the reaction solution was obtained by filtering after pressure release.

[0043] A small amount of reaction solution was analyzed by gas chromatography, and the composition of the reaction solution was: 64.07% of dihydropseudoionone, 0.37% of 3-methyl-3-butenol, 34.34% of ...

Embodiment 3

[0045] A method for preparing 3-methyl-3-butenal, the steps are:

[0046] Under the protection of nitrogen atmosphere, 3.96g (50mmol) pyridine, 18g (5% palladium loading) palladium carbon, 80.6mg (0.16mmol) iron dodecacarbonyl and 152.1g (1mol) citral were added into the autoclave. Replace with hydrogen for 6 times, and after the volume content of oxygen drops below 10ppm, start the heating button, raise the temperature of the reactor to 100°C, and keep the pressure at 1.0MPa. Add 94.7 g (1.1 mol) of 3-methyl-3-butenol into the reactor at a rate of 5 g / min, and keep the temperature of the reactor for 8 hours after the feeding is completed. The temperature of the reaction kettle was lowered, and the reaction solution was obtained by filtering after pressure release.

[0047] A small amount of the reaction liquid was analyzed by gas chromatography. The composition of the reaction liquid was: 61.29% citronellal, 0.28% 3-methyl-3-butenol, 36.33% 3-methyl-3-butenal, and 2.10% othe...

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 a method for preparing 3-methyl-3-butenal. The raw material 3-methyl-3-butenol is used as the hydrogen donor, and the compound containing unsaturated bonds is used as the hydrogen acceptor. Under the action of the catalyst system, an intermolecular hydrogen transfer reaction occurs to obtain 3-methyl-3- Croton aldehyde; the catalyst system includes: nitrogen heterocyclic ligands, palladium carbon, and metal carbonyl compounds. The invention has mild reaction conditions, is easy to control, and improves product selectivity and raw material conversion rate. The easy separation of 3-methyl-3-butenal can be realized through rectification, the method is simple and easy, and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for preparing 3-methyl-3-butenal, in particular to a method for preparing 3-methyl-3-butene from 3-methyl-3-butenol Aldehyde method. Background technique [0002] 3-methyl-3-butenal is an important organic intermediate for the production of citral, and the traditional production method is mainly to obtain 3-methyl-3-butenal by oxidation of 3-methyl-3-butenol. This method involves a dangerous oxidation process. Due to the large amount of heat released by the oxidation process, the requirements for the material and form of the reactor are harsh. The hydroxyl product is formed. [0003] BASF patent DE2041976 mainly discloses that copper and silver are used as main catalysts to add alkali metal oxides or use alkali metal oxides as carriers to catalyze the oxidation of 3-methyl-2-butenol to obtain 3-methyl-2-butenal In order to reduce side reactions, silver with go...

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): C07C45/00C07C47/21
CPCC07C45/002C07C47/21
Inventor 鲍元野王文张永振黎源
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