I type pyrethroid universal hapten compound and synthetic method thereof
A technology for pyrethroids and synthetic methods, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., to achieve the effects of simple operation steps, simple and effective synthetic methods, and strong versatility
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0024] 1) Dissolve 0.46g (2mmol) of m-phenoxybenzyl alcohol in 5mL of dichloromethane to make a 2.5mol / L solution, and cool to 10°C.
[0025] 2) Dissolve 0.25g (2.4mmol) of succinic anhydride in 5mL of dichloromethane to form a 0.48mol / L solution. After cooling to 10°C, add dropwise to the reaction flask. After the dropwise addition, stir and react for 8 hours. The temperature is 10°C, and the molar ratio of the reaction raw materials m-phenoxybenzyl alcohol and succinic anhydride is 1:1.2. After the reaction was completed, most of the organic solvents were removed by rotary evaporation, and then purified by silica gel column chromatography to obtain 0.56 g (1.8 mmol) of a white solid product with a yield of 94%. This product was a type I pyrethroid Universal hapten 4-carbonyl-4-(3-phenoxybenzyloxy)butanoic acid.
[0026] Electrospray mass spectrometry and nuclear magnetic resonance are used to identify the structure of the type I pyrethroid general hapten generated in step 2...
Embodiment 2
[0028] 1) Dissolve 0.35 g (1.5 mmol) of m-phenoxybenzyl alcohol in 5 mL of dichloromethane to make a 0.3 mol / L solution, and cool to 20°C.
[0029] 2) Dissolve 0.17g (1.65mmol) of succinic anhydride in 5mL of dichloromethane to make a 0.35mol / L solution. After cooling to 20°C, add it dropwise to the reaction flask. After the dropwise addition, stir and react for 4 hours. The temperature is 20°C, and the molar ratio of the reaction raw materials m-phenoxybenzyl alcohol and succinic anhydride is 1:1.1. After the reaction was completed, most of the organic solvents were removed by rotary evaporation, and then purified by silica gel column chromatography to obtain 0.41 g (1.37 mmol) of a white solid product with a yield of 91%. This product was a type I pyrethroid Universal hapten 4-carbonyl-4-(3-phenoxybenzyloxy)butanoic acid.
[0030] The structure identification method, data and conclusions of the white solid product generated in step 2) are the same as in Example 1.
Embodiment 3
[0032] 1) Dissolve 1.18 g (5 mmol) of m-phenoxybenzyl alcohol in 5 mL of dichloromethane to make a 1 mol / L solution, and cool to 30°C.
[0033] 2) Dissolve 1.02g (10mmol) of succinic anhydride in 10mL of dichloromethane to make a 1mol / L solution. After cooling to 30°C, add dropwise to the reaction flask. After the dropwise addition, stir and react for 15 hours. The reaction temperature is At 30°C, the molar ratio of m-phenoxybenzyl alcohol and succinic anhydride is 1:2. After the reaction was completed, most of the organic solvents were removed by rotary evaporation, and then purified by silica gel column chromatography to obtain 1.47 g (4.9 mmol) of a white solid product with a yield of 98%. This product was a type I pyrethroid Universal hapten 4-carbonyl-4-(3-phenoxybenzyloxy)butanoic acid.
[0034] The structure identification method, data and conclusions of the white solid product generated in step 2) are the same as in Example 1.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More