Synthesis method of chiral methyl 5-(4-fluorophenyl)-5-hydroxyvalerate
A technology of methyl hydroxyvalerate and hydroxyvaleric acid, which is applied in the field of synthesis of chiral 5--5-hydroxyvalerate methyl, can solve problems such as difficult control of reaction conditions, achieve low cost, high yield, and method simple and easy effects
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Examples
Embodiment 1
[0031] This example provides a synthetic method for chiral methyl 5-(4-fluorophenyl)-5-hydroxyvalerate, including:
[0032] Synthetic Compound IV Dissolve 12.7 g of glutaric anhydride in dichloromethane solution at -5°C to prepare a glutaric anhydride dichloromethane solution, add dropwise to dichloromethane and trichloromethane in this glutaric anhydride dichloromethane solution In the aluminum chloride system, keep stirring at -5 °C for 30 min, then add 9.6 g of fluorobenzene dropwise, control the reaction temperature at 5 °C for 4 h, filter with suction to obtain a filter cake, and use dichloromethane to recrystallize to obtain 20.2 g of compound IV ; Wherein, the quality of the aluminum trichloride in the described dichloromethane and aluminum trichloride system is 21 g;
[0033] Synthesis of compound III Dissolve 20.2 g of compound IV in methanol, add 3.63 g of sodium borohydride in batches at 0°C, keep the temperature at 0°C for 5 h, pour the reaction solution into water...
Embodiment 2
[0037] This example provides a synthetic method for chiral methyl 5-(4-fluorophenyl)-5-hydroxyvalerate, including:
[0038] Synthetic Compound IV Dissolve 12.7 g glutaric anhydride in dichloromethane solution at -20°C to prepare glutaric anhydride dichloromethane solution, add dropwise to dichloromethane and trichloromethane in this glutaric anhydride dichloromethane solution In the aluminum chloride system, keep stirring at -20°C for 30 min, then add 9.6 g of fluorobenzene dropwise, control the reaction temperature at -10°C for 3 h, filter with suction to obtain a filter cake, and use dichloromethane to recrystallize to obtain 19.3 g of compound IV; Wherein, the quality of the aluminum trichloride in the described dichloromethane and aluminum trichloride system is 26 g;
[0039]Synthesis of compound III Dissolve 19.3 g of compound IV in methanol, add 4.2 g of sodium borohydride in batches at -10°C, keep the temperature at -10°C for 5 h, pour the reaction solution into water a...
Embodiment 3
[0043] This example provides a synthetic method for chiral methyl 5-(4-fluorophenyl)-5-hydroxyvalerate, including:
[0044] Synthetic Compound IV Dissolve 12.7 g glutaric anhydride in dichloromethane solution at 0°C to prepare glutaric anhydride dichloromethane solution, add dropwise to dichloromethane and trichloromethane in this glutaric anhydride dichloromethane solution In the aluminum chloride system, keep stirring at 0°C for 30 min, then add 9.6 g of fluorobenzene dropwise, control the reaction temperature at 15°C for 6 h, filter with suction to obtain a filter cake, and use dichloromethane to recrystallize to obtain 20.4 g of compound IV; , the quality of the aluminum chloride in the dichloromethane and aluminum chloride system is 29 g;
[0045] Synthesis of compound III Dissolve 20.4 g of compound IV in methanol, add 4.2 g of sodium borohydride in batches at 20°C, keep the temperature at 20°C for 7 h, pour the reaction solution into water after the reaction, and use et...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More