Synthesis method of high-content dihydroisojasmone spice

Abstract

The invention belongs to the technical field of spice synthesis, in particular to a synthesis method of a high-content dihydroisojasmone spice. The synthesis method comprises the following steps: by taking 2-octanol as a solvent, di-tert-butyl peroxide as an initiator and boron acid as catalyst, enabling acrylic acid and 2-octanol to be subjected to a free radical addition reaction and a reflux reaction to separate out tert-butyl alcohol and water, performing reduced pressure distillation to realize recycling of 2-octanol, collecting 5-methyl-5-hexyl-2 (3H) furanone, and rearranging and dehydrating 5-methyl-5-hexyl-2 (3H) furanone molecules under the action of a solid acid catalyst by taking white oil as a solvent to synthesize a dihydroisojasmone spice product. The synthesis method provided by the invention has the advantages of relatively simple steps, no generation of acidic wastewater and relatively high total yield. In addition, through calculation, the content of dihydroisojasmone in the product synthesized by the synthesis method provided by the invention is up to 98% or above.

Description

technical field [0001] The invention belongs to the technical field of perfume synthesis, and in particular relates to a method for synthesizing high-content dihydrojasmone perfume. Background technique [0002] The chemical name of dihydrojasmone is 2-pentyl-3-methyl-2-cyclopenten-1-one, the CAS number is 1128-08-1, also known as tetrahydropyrethrin, which has strong and fresh The aroma of jasmine and fruity fragrance, when thick, it is green with bitterness, and after dilution, it has the fragrance of jasmine. The appearance of dihydrojasmone is colorless to slightly yellow liquid, with a boiling point of 120°C / 12mmHg, a flash point of 130°C, a relative density of 0.915-0.920 (25 / 25°C), and a refractive index of 1.475-1.481 (20°C). ~10 volumes of 70% ethanol or the same volume of 80% ethanol, dissolved in oily spices. Due to the strong and long-lasting jasmine aroma and strong and mild fruity aroma of dihydrojasmone, it is often used as a fragrance raw material for cosme...

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Problems solved by technology

[0003] In the prior art, the synthetic method of dihydrojasmone has multiple, mainly contains: (1) jasmone is catalytically reduced, but, the raw material source of this synthetic method and cost exist problem; (2) by acrylate and octyl Alcohol is condensed under peroxide catalysis, then dehydration rearrangement can make dihydrojasmone under phosphoric acid existence condition, but this method will produce a large amount of phosphoric acid waste water; (3) undecanedione method: combine 2,5 -Undecanedione, ethanol, and 2% sodium hydroxide solution were heated and refluxed for 6 hours under the protection of nitrogen, and the reaction solution was concentrated and then extracted with petroleum ether. The extract was evaporated to remove the solvent and then distilled under reduced pressure. kPa) cut, promptly gets dihydrojasmone, but this method is accompanied by a large amount of side reactions, and product is the mixture of multiple by-products and dihydrojasmone; (4) by 3-oxobutanoic acid and bromo-3- The reaction of nonanone is prepared; generally speaking, some synthetic methods of existing dihydrojasmone have long routes, and there are disadvantages such as high cost, harsh reaction conditions, complicated operation and low overall yield, especially the synthetic dihydrojasmone The content of hydrojasmone is only 90%-95%, which makes the synthesis and application of dihydrojasmone more limited

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