Cloquintocet-mexyl synthesis

Yield:99607-70-2 91%

Reaction Conditions:

Stage #1:5-Chloro-8-hydroxyquinoline with potassium carbonate for 2 h;
Stage #2:chloroacetic acid 1-methylhexyl ester for 2 h;Reflux;Time;

Steps:

1.2 Etherification reaction of 5-chloro-8-hydroxyquinoline with 2-heptyl chloroacetate in 4-methyl-2-pentanone
500 mL of 4-methyl-2-pentanone was added to the reaction flask, and 5-chloro-8-quinolinol (0.476 mol) and potassium carbonate (0.6 mol) were respectively added under stirring. The mixture was heated to azeotropy under normal pressure for a continuous Boiling dehydration reaction 2h.The obtained organic phase in step (1) was then added dropwise under refluxing conditions, and the azeotropic reaction was continued for 2h.The reaction mixture was then cooled to room temperature, filtered with suction and the filtrate was collected.The filtrate was added 200mL of water, 60 ° C washed with water, the organic continue to use 10% by weight of acetic acid to adjust the pH to 7.The organic phase was subjected to azeotropic dehydration under atmospheric pressure for 2 hours, then the solvent was collected by distillation under reduced pressure and recycled for the next batch of reactions.After distillation, the reaction flask was allowed to cool to room temperature and 160 g of 4-methyl-dipentanone was added.Heated to 60 ° C and then slowly cooled to -10 ° C to precipitate a solid.Filtered by suction, the solid was collected to give 152.8 g of product in a yield of 91.0% and a purity of 99.5%.

References:

Beijing Yingtaijiahe Biological Technology Co., Ltd.;Wu Shaoxiang;Wang Long;Yan Tao;Chen Jianwei;Deng Xufang;Li Yanqiang CN105001158, 2018, B Location in patent:Paragraph 0051; 0055; 0056; 0066; 0072

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