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Method for preparing citronellal epoxide

A technology of epoxy and citronellal, which is applied in the direction of electrolysis process, electrolysis components, electrolysis organic production, etc., can solve the problems of easy deterioration, many by-products, poor stability of citronellal, etc.

Active Publication Date: 2021-06-22
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, citronellal has poor stability in acidic substances, is perishable, and has many by-products, resulting in poor overall economics of the process.

Method used

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  • Method for preparing citronellal epoxide
  • Method for preparing citronellal epoxide
  • Method for preparing citronellal epoxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Mix 154g of raw material citronellal, 308g of deionized water, 77g of ethanol and 17.98g of (2-hydroxypropyl)-γ-cyclodextrin and use it as an electrolyte for later use, let it stand for 5 hours, and then transfer it to the electrolysis chamber with cathode and anode In the tank, use a Pt electrode for the anode and a Ni electrode for the cathode, the temperature is 15°C, and the current density is 0.1A / cm 2 The epoxidation of citronellal was carried out under certain conditions, and the electrochemical oxidation was completed after 4 hours of reaction.

[0049] Samples were taken for GC analysis, and the results are shown in Table 1.

Embodiment 2

[0051]Mix 154g of raw material citronellal, 462g of deionized water, 92.4g of ethanol and 53.94g of (2-hydroxypropyl)-γ-cyclodextrin as the electrolyte for later use, let it stand for 1h, and then transfer it to the In the electrolytic cell, a Pt electrode is used for the anode, and a Ni electrode is used for the cathode, the temperature is 20°C, and the current density is 0.3A / cm 2 The epoxidation of citronellal was carried out under the conditions, and the electrochemical oxidation was finished after 6 hours of reaction.

[0052] Samples were taken for GC analysis, and the results are shown in Table 1.

Embodiment 3

[0054] 154g of raw material citronellal, 616g of deionized water, 107.8g of ethanol and 89.90g of (2-hydroxypropyl)-γ-cyclodextrin were fully mixed as the electrolyte for later use. After standing for 10 hours, they were transferred to a In the electrolytic cell, a Pt electrode is used for the anode, and a Ni electrode is used for the cathode, the temperature is 10°C, and the current density is 0.15A / cm 2 The epoxidation of citronellal was carried out under certain conditions, and the electrochemical oxidation was completed after 2 hours of reaction.

[0055] Samples were taken for GC analysis, and the results are shown in Table 1.

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Abstract

The invention discloses a method for preparing citronellal epoxide. The method comprises the following steps: preparing an electrolyte containing citronellal, water, lower alcohol and cyclodextrin or a derivative thereof, standing, transferring into an electrolytic bath with a cathode and an anode, and carrying out electrochemical oxidation. The raw material citronellal is subjected to high-selectivity oxidation by using an electrochemical oxidation method to obtain the citronellal epoxide, and the epoxide can be further subjected to hydrogenation ring opening to obtain important essence and perfume hydroxycitronellal. According to the method, no catalyst is used, the reaction condition is mild, the selectivity is high, and few reaction byproducts are generated.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and specifically relates to using citronellal as a raw material to obtain citronellal epoxide through electrochemical oxidation reaction, and the epoxide can be used as an important intermediate for synthesizing hydroxycitronellal. Background technique [0002] Hydroxycitronellal (Hydroxycitronellal) is a synthetic fragrance with a delicate and pleasant lily-of-the-valley and lily-like fragrance, which does not exist in nature but has been obtained since 1908 by Firmenich under the trade name "Cyclosia base". Great success. As one of the bulk spices, it is widely used in daily chemical flavors and food flavors, and the world's annual output has reached thousands of tons. [0003] At present, the synthetic method of hydroxycitronellal mainly contains following two kinds of classical routes: [0004] Route 1 Citronellal Aldehyde Group Protection Method [0005] A typical operation is to use citr...

Claims

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Application Information

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IPC IPC(8): C25B3/23C25B3/07
Inventor 王联防于斌成曹娜董菁
Owner WANHUA CHEM GRP CO LTD
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