Preparation method of perfume 6-methyl-3-heptene-2-one

A methyl and spice technology, applied in the field of preparation of 6-methyl-3-hepten-2-one, can solve the problems of long catalysis time, poor selectivity, low yield and the like, and achieve short catalysis time and conversion rate. High and cost-reducing effect

Active Publication Date: 2016-03-16
SHANDONG NHU PHARMA
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] 1. The catalytic time is longer, that is, the reaction time and dehydration time are longer;
[0007] 2. The solvent DMSO is a solvent, which is not conducive to environmental protection and the cost is too high to be suitable for large-scale industrial production;
[0008] 3. The yield is low, and there is no precedent for industrial application. The ratio of 6-methyl-4-heptanol-2-one to 6-methyl-3-hepten-2-one is 60:10. The selectivity is poor, the conversion rate of raw materials is low, and it is not suitable for the production and preparation of 6-methyl-3-hepten-2-one

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

[0041] Embodiment 1 A kind of preparation method of perfume 6-methyl-3-hepten-2-one

[0042] Include the following steps:

[0043] (1) Dissolution of main catalyst and auxiliary catalyst

[0044] Mix 10.1g (0.1mol) of prolinol, 180g (10mol) of water, and 12.02g (0.1mol) of di-n-butylamine into a 1000ml four-neck flask, cool and stir;

[0045] (2) Add solvent

[0046] Add solvent cyclohexane 300g (3.57mol);

[0047] (3) Add acetone

[0048] Then add acetone 58g (1mol);

[0049] (4) Add isovaleraldehyde dropwise

[0050] After cooling down to 10°C, start to add 86g (1mol) of isovaleraldehyde dropwise for 2 hours;

[0051] (5) Insulation reaction

[0052] After the dropwise addition, keep the temperature for 1.5 hours until the gas phase analysis of the isovaleraldehyde content is less than 0.60%; the gas phase analysis of the reaction mixture is 6-methyl-3 hepten-2-one and 6-methyl-4-heptanol-2- The total ketone content of ketones is greater than 96.00%;

...

Embodiment 2

[0055] Embodiment 2 A kind of preparation method of perfume 6-methyl-3-hepten-2-one

[0056] Include the following steps:

[0057] (1) Dissolution of main catalyst and auxiliary catalyst

[0058] Mix 10.1g (0.1mol) of prolinol, 180g (10mol) of water, and 12.02g (0.1mol) of di-n-butylamine into a 1000ml four-necked flask, and stir;

[0059] (2) Add solvent

[0060] Add solvent n-hexane 300g (3.49mol);

[0061] (3) Add acetone

[0062] Then add acetone 58g (1mol);

[0063] (4) Add isovaleraldehyde dropwise

[0064] Raise the temperature to 30°C, start to add 86g (1mol) of isovaleraldehyde dropwise, and the dropwise addition time is 3 hours;

[0065] (5) Insulation reaction

[0066] After the dropwise addition, keep the heat for 1.0 hours until the gas phase analysis of the isovaleraldehyde content is less than 0.70%; the gas phase analysis of the reaction mixture is 6-methyl-3 hepten-2-one and 6-methyl-4-heptanol-2- The total ketone content of ketones is grea...

Embodiment 3

[0069] Embodiment 3 A kind of preparation method of perfume 6-methyl-3-hepten-2-one

[0070] Include the following steps:

[0071] (1) Dissolution of main catalyst and auxiliary catalyst

[0072] Mix 10.1g (0.1mol) of prolinol, 180g (10mol) of water, and 12.02g (0.1mol) of di-n-butylamine into a 1000ml four-necked flask, and stir;

[0073] (2) Add solvent

[0074] Add solvent toluene 400g (4.32mol);

[0075] (3) Add acetone

[0076] Then add acetone 58g (1mol);

[0077] (4) Add isovaleraldehyde dropwise

[0078] Raise the temperature to 50°C, start to add 86g (1mol) of isovaleraldehyde dropwise, and the dropwise addition time is 4 hours;

[0079] (5) Insulation reaction

[0080] After the dropwise addition, keep warm for 0.5 hours until the gas phase analysis of the isovaleraldehyde content is less than 0.60%; gas phase analysis of the reaction mixture 6-methyl-3 hepten-2-one and 6-methyl-4-heptanol-2- The total ketone content of ketones is greater than 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 provides a preparation method of a perfume 6-methyl-3-heptene-2-one. The method mainly comprises the following steps: dissolving a major catalyst and a cocatalyst, adding a solvent, adding acetone, and adding isovaleraldehyde in a dropwise manner. The overall yield of the above product is high, and the total yield of two compounds 6-methyl-3-heptene-2-one and 6-methyl-4-heptanol-2-one is 95.4-96.41%; the content of 6-methyl-3-heptene-2-one is 94.27-96.41%; the content of 6-methyl-4-heptanol-2-one is 1.00-3.00%; the content of 6-methyl-3-heptene-2-one obtained after rectification reaches 99.10% or above; the raw material conversion rate is high, and the isovaleraldehyde conversion rate is 99.10-99.40%; the catalysis time is short and is 3.5-4.5h; and the solvent adopts cyclohexane, n-hexane and other alkane solvents, so the solvent can be easily obtained by factories, so environmental protection is facilitated, and the cost is reduced.

Description

technical field [0001] The invention relates to a preparation method of 6-methyl-3-hepten-2-one, in particular to the improvement of the process and catalyst in the preparation method, and belongs to the technical field of chemical synthesis. Background technique [0002] 6-Methyl-3-hepten-2-one is an α, β-unsaturated methyl ketone compound. This type of organic compound is widely used in many aspects such as pesticides and food additives. It is also an important Flavor raw material, 6-methyl-3-heptan-2-one is a newly announced new fragrance raw material, which has an apple smell and stable chemical properties. In recent years, proline, as a new catalyst, has been used in the synthesis of α, β-unsaturated ketone compounds. [0003] In 2001 "ORGANNICLETEERS" Vol.3, No.4, the article "Proline-CatalyzedAsymmetricAldolReactionsbetween Ketonesandr-UnsubstitutedAldehydes" pointed out that at room temperature, using DMSO as a solvent and only using proline as a catalyst for 2-96 h...

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): C07C45/72C07C49/203
CPCC07C45/72C07C49/203
Inventor 胡水涛马啸徐玉之颜肖兵付振达刘丛锦姜晓阳
Owner SHANDONG NHU PHARMA
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