Method for synthesizing sex pheromone of Plutella xylostella

Abstract

The invention belongs to the technical field of chemical synthesis, and particularly relates to a method for synthesizing sex pheromone of Plutella xylostella, and the method comprises the following steps: 1) reacting 11-bromo-1-undecanol with triphenylphosphine in an organic solvent to form bromo-hendecanol quaternary phosphonium salt; 2) under nitrogen protection, reacting the bromo-hendecanol quaternary phosphonium salt obtained in the step 1) with n-pentanal and sodium ethoxide in a tetrahydrofuran solvent to form cis-11-hexadecenol; 3) in a dichloromethane solution, oxidizing the cis-11-hexadecenol obtained in the step 2) with pyridinium chlorochromate to form cis-11-hexadecenal; 4) in dichloromethane, reacting the cis-11-hexadecenol obtained in the step 2) with acetic anhydride and pyridine to form cis-11-hexadecenol acetate. The method uses the cheap and easily-available 11-bromo-1-undecanol as a starting material, reduces the synthesis step, simplifies the synthesis process, has high product yield, mild and controllable reaction conditions and low requirements on equipment, and can be used for industrial production.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a high-efficiency synthesis method of sex pheromone of diamondback moth that can be used in industrial production. Background technique [0002] Diamondback moth (Plutella xylostella L.) belongs to Lepidoptera Plutellaidae. It is one of the main pests on cruciferous vegetables. It seriously harms cabbage, cauliflower, cabbage and other vegetables. It is widely distributed all over the world. The economic losses caused by moth infestation amount to 1 billion US dollars per year. The control of diamondback moth has been based on spraying chemical pesticides for many years. The extensive and long-term use of broad-spectrum chemical insecticides not only killed natural enemies, but also made diamondback moth resistant to almost all chemical insecticides used in the field. Not only that, but the diamondback moth was also the first pest to develop resistance to...

AI Technical Summary

Problems solved by technology

However, in these methods, some synthesis steps are as long as seven or eight steps, resulting in low yield and high cost, and some use harsh synthesis conditions such as low-temperature reaction conditions at minus -78°C and organic reagents that are easy to burn when exposed to air. n-Butyllithium, which makes the reaction difficult to operate and control and poses a safety threat to laboratories and production workshops