Production method of high-content cyclogalbanate synthetic perfume

Abstract

The invention discloses a production method of a high-content cyclogalbanate synthetic perfume, which comprises the following steps: (1) with dichloroethane as a solvent, and ethyl diazoacetate and cyclohexanol as starting raw materials, carrying out O-H insertion reaction to obtain ethyl cyclohexyloxyacetate under protection by nitrogen gas with a solid catalyst, and saponifying and acidifying the reaction product to obtain cyclohexyloxyacetic acid; (2) carrying out esterification reaction on cyclohexyloxyacetic acid and allyl alcohol by taking solid acid as a catalyst, so as to obtain a cyclogalbanate perfume product. According to the method, cyclohexanol and ethyl diazoacetate are taken as initial raw materials, and O-H insertion reaction, saponification, acidification and esterification reaction are performed to produce the high-content cyclogalbanate perfume, so that the reaction time is greatly shortened, the technological process is relatively short, the raw materials are easy to obtain, and the total yield is increased.

Description

technical field [0001] The invention belongs to the technical field of perfume production, and in particular relates to a production method for synthesizing perfume with high content of cycloglycoside. Background technique [0002] Cycloglycolate, CAS No. 68901-15-5, chemical name allyl cyclohexyl acetate, is an important synthetic fragrance of cycloglycolate, a colorless liquid with a strong green fragrance like Gepone Aroma, accompanied by fruity aroma, is widely used in daily chemical essence formulations, mainly used in soap essence and synthetic detergent essence formulations, the dosage is 0.1%, and can also be used in perfumes, cosmetics, air fresheners, etc. Flavoring of products. [0003] The traditional production method of cyclamate is as follows: first, cyclohexyloxyacetic acid is prepared by Williamson reaction, and the yield is about 80%, and then sulfuric acid, perchloric acid, p-toluenesulfonic acid, etc. are used as catalysts, and propylene alcohol is ester...

AI Technical Summary

Problems solved by technology

[0003] The traditional production method of cyclamate is as follows: first, cyclohexyloxyacetic acid is prepared by Williamson reaction, and the yield is about 80%, and then sulfuric acid, perchloric acid, p-toluenesulfonic acid, etc. are used as catalysts, and propylene alcohol is esterified The reaction obtains cyclohexyl ester; the intermediate of synthesizing cyclohexyloxyacetic acid becomes the key to prepare allyl cyclohexyl acetate, and the synthesis of cyclohexyloxyacetic acid first needs to prepare cyclohexyl sodium, and the current reports mainly include 3 kinds of methods: the one is with metal sodium as reaction reagent, prepares cyclohexyl sodium by reaction dehydrogenation with cyclohexanol, then prepares cyclohexyloxyacetic acid in dimethylbenzene as solvent and chloroacetic acid reaction dechlorination sodium, and reaction requirement is in It is carried out in an anhydrous system, the process is difficult, and the use of sodium metal is highly dangerous, and it is difficult to realize industrial production; the second is to use sodium hydride as a reaction reagent, and react with cyclohexanol under tetrahydrofuran as a solvent to produce sodium alkoxide, and then in the second Methyl sulfoxide solution reacts with chloroacetic acid to generate sodium cyclohexyloxyacetate, and then acidifies under strong acid conditions to prepare cyclohexyloxyacetic acid. The reaction uses sodium hydride, which has extremely strict requirements on the reaction system. The reaction system is required to be anhydrous, Low temperature, use of a large amount of organic solvents, and hydrogen generation, harsh reaction conditions, complicated operations, high cost of raw materials, not suitable for industrial scale production; the third is to use NaOH as a reaction catalyst, sodium chloroacetate and cyclohexanol react to form cyclohexyl oxide Sodium glycolate, then acidified to obtain cyclohexyloxyacetic acid, the reaction yield of this route is low, the reaction time is long, the post-treatment is difficult, and it is not suitable for industrial production

In addition, the acid catalyst sulfuric acid used in the esterification step is cheap as a traditional esterification catalyst, and the catalytic effect is better and has been used so far, but it seriously corrodes the equipment and pollutes the environment with acid-containing wastewater.