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Preparation method of (E,E,Z)-10, 12, 14-hexadecatriene acetate, composition and attractant core

A carbotriene acetate and compound technology, applied in the field of mulberry borer attractant compositions and lure cores, can solve the problems of immature insect sex pheromone technology, killing natural enemies and beneficial organisms by mistake, and weak phototaxis of mulberry borer adults , to achieve the effect of reducing the inhibition of compound activity, good effect of attracting insects, and low cost

Active Publication Date: 2021-02-02
宁波纽康生物技术有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the field mulberry borer and the silkworm are both Lepidoptera insects, their feeding habits are consistent, and their resistance is much higher than that of the silkworm, and the chemical pesticides that are effective against the mulberry borer are also sensitive to the silkworm, so there is no suitable chemical pesticide that can be used on mulberry leaves. Harvesting pesticides, once the chemical pesticides are not properly controlled, it is easy to cause silkworm poisoning and cause economic losses
[0004] Furthermore, at present, with the gradual replacement of organophosphorus pesticides by biopesticides and other new insecticides that are highly sensitive to silkworms, there are fewer and fewer pesticides suitable for mulberry trees. At present, the insecticides and acaricides registered for use on mulberry trees in my country up to 10 varieties, it can be seen that chemical control has great limitations
In addition, the phototaxis of adults of mulberry borer is not strong, and the trapping and killing effect of light is not good. Moreover, this method is not specific, and often kills a large number of natural enemies and beneficial organisms by mistake, and the investment cost of laying power lines in a large area or using solar power is too high. Restricting its popularization and application in production
Microbial technology, natural enemy technology, chemical pesticide technology, physical trapping and killing technology, and chemical semiochemical technology are the most commonly used pest control technologies in the world. Among them, insect sex pheromone technology is selective, low-risk and environmentally friendly. etc. At present, insect sex pheromone technology is immature in China, and the research on mulberry moth pheromone control technology is still blank in my country.

Method used

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  • Preparation method of (E,E,Z)-10, 12, 14-hexadecatriene acetate, composition and attractant core
  • Preparation method of (E,E,Z)-10, 12, 14-hexadecatriene acetate, composition and attractant core
  • Preparation method of (E,E,Z)-10, 12, 14-hexadecatriene acetate, composition and attractant core

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Synthesis of compound 2: 1,9-nonanediol (40g, 0.25mol) was dissolved in 350mL of anhydrous toluene, and hydrobromic acid (60.68g, 0.3mol) with a mass fraction of 40% was added to the solution, heated Reflux for 7.5 hours, cool to room temperature, quench with saturated sodium bicarbonate, extract, combine the organic phases, wash with saturated brine for 3 times, dry with anhydrous magnesium sulfate and concentrate, the crude product is subjected to column chromatography 52.7 g of pure product was obtained with a yield of 95%.

[0052]Synthesis of compound 3: the above compound 2 (35g, 0.158mol) was dissolved in 230mL dry dichloromethane, after fully dissolving, p-toluenesulfonic acid monohydrate (3.01g, 15.8mmol) was added, vacuumized and placed in In an argon atmosphere, 3,4-dihydropyran (13.27 g, 0.158 mol) was slowly added dropwise at 0°C. After the dropwise addition was complete, the temperature was slowly raised to room temperature, and stirring was continued unti...

Embodiment 2

[0062] Synthesis of compound 2: 1,9-nonanediol (40g, 0.25mol) was dissolved in 300mL of anhydrous toluene, and hydrobromic acid (75.9g, 0.375mol) with a mass fraction of 40% was added to the solution, heated to reflux Reacted for 6 hours, cooled to room temperature, quenched with saturated sodium bicarbonate, extracted, combined organic phases, washed with saturated brine for 3 times, dried with anhydrous magnesium sulfate and concentrated, the crude product was obtained by column chromatography The pure product is 51.1g, and the yield is 92%.

[0063] Synthesis of compound 3: the above compound 2 (35g, 0.158mol) was dissolved in 180mL of dry dichloromethane, after fully dissolving, p-toluenesulfonic acid monohydrate (2.41g, 12.6mmol) was added, vacuumized and placed in In an argon atmosphere, slowly add 3,4-dihydropyran (14.6g, 0.173mol) dropwise at 0°C. After the dropwise addition is complete, slowly rise to room temperature, continue stirring until the reaction is complete,...

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Abstract

The invention relates to a preparation method of (E,E,Z)-10,12,14-hexadecatriene acetate, a Diaphania pyloalis attractant composition and an attractant core, and compared with the prior art, the preparation method of (E,E,Z)-10,12,14-hexadecatriene acetate has the advantages of cheap and easily available raw materials, high reaction yield, simple post-treatment, high isomerization purity of the synthesized compound, clean and environment-friendly process flow, and high activity in field. The Diaphania pyloalis attractant composition based on the (E,E,Z)-10,12,14-hexadecatriene acetate and theattractant core of the Diaphania pyloalis attractant composition have a remarkable moth-luring synergistic effect and can be stably and efficiently used for population monitoring, prevention and control of mulberry borers.

Description

technical field [0001] The invention relates to the field of biotechnology, in particular to a preparation method of (E,E,Z)-10,12,14-hexadecatriene acetate, a mulberry moth attractant composition and a lure core. Background technique [0002] Mulberry pest control is an important basis for the stability of the sericulture industry. In view of the particularity of the sericulture industry across planting and breeding, the control of mulberry pests is quite different from that of other crops. To effectively control the occurrence and damage of pests. [0003] Mulberry borer (Diaphania pyloalis (Walker)) belongs to the order Lepidoptera and is an insect of the Mothidae family. It is the main pest of mulberry trees. Since the field mulberry borer and the silkworm are both Lepidoptera insects, their feeding habits are consistent, and their resistance is much higher than that of the silkworm, and the chemical pesticides that are effective against the mulberry borer are also sens...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/145A01N37/02A01P19/00A01M1/02
CPCC07C67/08C07C29/10C07D309/04C07F7/083A01N37/02A01M1/02A01M2200/012C07C69/145C07C33/02Y02P20/55
Inventor 徐翔周鑫尹勇封传红杜永均
Owner 宁波纽康生物技术有限公司