Use of hydroxyl cupric phosphate in synthesizing 5,6-epoxy-bata-ionone and method of synthesizing 5,6-epoxy-bata-ionone

A technology of copper hydroxyphosphate and ionone, applied in chemical instruments and methods, organic chemistry, physical/chemical process catalysts, etc., can solve the problems of high cost, low selectivity, difficult preparation, etc., and achieve the effect of convenient operation

Active Publication Date: 2007-03-07
CHINA TOBACCO HUNAN INDAL CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

These catalysts are either difficult to prepare, high in cost, such as metalloporph...

Method used

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  • Use of hydroxyl cupric phosphate in synthesizing 5,6-epoxy-bata-ionone and method of synthesizing 5,6-epoxy-bata-ionone
  • Use of hydroxyl cupric phosphate in synthesizing 5,6-epoxy-bata-ionone and method of synthesizing 5,6-epoxy-bata-ionone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 30g of β-ionone into a 150mL three-necked bottle with a condenser, then add 40mL of organic solvent, 0.66g of copper hydroxyphosphate (equivalent to 1.77% of the amount of the raw material), and feed it through a bubbler at 80°C. Oxygen, react for 7h, GC-MS detects that the raw material β-ionone is completely converted, and the reaction is stopped. Filter and wash to recover the catalyst. GC-MS detection found that 5,6-epoxy-β-ionone chromatographic peak area percentage reached 90%. The matching degree between the mass spectrum data and the standard spectrum library is as high as 90%, and the main mass spectrum data are m / z 123 (100%), 135 (15%), 208 (M + , 0.14%).

Embodiment 2

[0022] Example 1 was repeated according to the same steps described, but the amount of copper hydroxyphosphate was increased to 3.73g (10% equivalent to the amount of raw material), and as a result, the conversion of raw materials was complete after 5h of reaction, and 5,6-epoxy-β -Ionone chromatographic peak area percentage reaches 92%.

Embodiment 3

[0024] Carry out embodiment 1 repeatedly according to described same procedure, but the amount of copper hydroxyphosphate increases to 16.8g (corresponding to 45% of the amount of raw material), as a result, raw material conversion is complete after reaction 3h, 5,6-epoxy-β -Ionone chromatographic peak area percentage reaches 89%.

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Abstract

The invention discloses a synthesizing method and application of 5, 6-epoxy-beta-ionone based on cupric phosphate hydroxyl as catalyst, which is characterized by the following: adopting the molar rate of raw material and catalyst at 0.01-50%; heating to 40-150 deg.c; oxidizing beta-ionone through oxygen or air to obtain the product.

Description

technical field [0001] The invention relates to the application of copper hydroxyphosphate in synthesizing 5,6-epoxy-β-ionone and the method for synthesizing 5,6-epoxy-β-ionone. Background technique [0002] The systematic designation of 5,6-epoxy-β-ionone is: "3-buten-2-one,4-{2,2,6-trimethyl-7-oxabicyclo(4.1.0)hept-1-yl} -". The compound is an important class of spices, especially used as a flavor for tobacco, and has a significant flavoring effect on various cigarettes. As smoking and health problems are paid more and more attention to by people, the weak smoke flavor caused by the reduction of coke will inevitably need to be compensated by synthetic tobacco flavorings. There are many methods for epoxidation of olefins. Molecular oxygen is known as "green oxygen source" because the oxidation product is water, which is non-polluting and economically available. It reacts with general chromium-containing compounds and chlorate or hypochlorite oxidation reactions. In compa...

Claims

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Application Information

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IPC IPC(8): C07D301/04C07D303/32B01J27/18
Inventor 杨华武黎艳玲陈雄赵瑜苏利霞银董红
Owner CHINA TOBACCO HUNAN INDAL CORP
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