Efficient Catalytic Oxidation of α-Isophorone to Prepare Oxoisophorone

A technology for oxoisophorone and isophorone, which is applied in the field of efficient catalytic oxidation of α-isophorone to prepare oxoisophorone, can solve the problem that the catalyst cannot be recycled and reused, and achieves short reaction time. , The effect of high reaction selectivity and reduction of energy consumption

Inactive Publication Date: 2017-10-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most catalysts cannot be recovered for recycling after the catalytic reaction
Therefore, it is a great challenge to find a green oxidation method with high efficiency, mild reaction conditions, recyclable catalyst, and direct catalytic oxidation of α-isophorone to prepare oxoisophorone.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] 0.54g (4mmol) α-isophorone, 3mg (0.004mmol) Rh 2 (esp) 2 , 2.8ml (20mmol) 70% tert-butyl hydroperoxide aqueous solution was added to a 10ml round bottom flask and stirred at room temperature for 24h. The measured conversion was 91%, and the isolated yield was 78%.

Embodiment 2-3

[0023] Similar to Example 1, the reaction temperature was changed, and the reaction was carried out at room temperature for 24 hours. The results are shown in Table 1.

[0024] Table 1 Effects of different reaction temperatures on the oxidation reaction of α-isophorone.

[0025]

Embodiment 4-9

[0027] Similar to Example 1, 2 ml of different organic solvents were added, tert-butyl hydroperoxide decane solution was used as an oxidizing agent, and the reaction was carried out at room temperature for 24 hours. The results are shown in Table 2.

[0028] Table 2 Effect of different organic solvents on the oxidation of α-isophorone.

[0029]

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Abstract

Efficient catalytic oxidation of α-isophorone to prepare oxoisophorone. The invention relates to a method for preparing oxoisophorone by catalytically oxidizing α-isophorone. The method is to use dirhodium complex Rh2(esp)2 as a catalyst under solvent-free conditions, and tert-butyl peroxidation Hydrogen aqueous solution (T‑HYDRO) is an oxidizing agent that catalyzes the oxidation of α‑isophorone.

Description

technical field [0001] The invention relates to a method for preparing oxoisophorone by efficiently catalytically oxidizing α-isophorone. Background technique [0002] Oxyisophorone is a kind of natural fragrance, which plays the role of flavoring in various cigarettes. It is also an important intermediate for the preparation of various carotenoids and vitamin E. It is widely used in food, cosmetics, and pharmaceutical industries. At present, there are two main methods for artificially synthesizing oxyisophorone: 1) using α-isophorone as raw material, obtaining β-isophorone through isomerization, and further catalytic oxidation to KIP; 2) saving The process of deisomerization directly catalyzes the oxidation of α-isophorone to oxyisophorone (KIP). The isomerization of the former requires high temperature, high energy consumption, and low efficiency; while the latter can be directly oxidized to KIP with simple steps and low energy consumption, which has great research and pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/603C07C45/28
Inventor 王元桦王毅匡益
Owner SICHUAN UNIV
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