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ChemicalBook CAS DataBase List METHYL 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE

METHYL 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE synthesis

14synthesis methods
-

Yield: 86%

Reaction Conditions:

with palladium bis[bis(diphenylphosphino)ferrocene] dichloride;potassium acetate in 1,4-dioxane for 12 h;Inert atmosphere;

Steps:

2.1 (1) Preparation of Compound 5
Under nitrogen protection,Methyl o-bromobenzoate (2.15 g, 10 mmol),bis(pinacolato)diboron(3.05g, 12mmol),Potassium acetate (3.92 g, 40 mmol),[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (0.49 g, 0.5 mmol)It was added to 150 mL of dioxane and heated to 85 ° C for 12 hours.After the completion of the reaction, the dioxane was removed by distillation under reduced pressure, and the product was extracted with dichloromethane.Washed three times with saturated aqueous sodium chloride solution,After distilling off the dichloromethane under reduced pressure,The crude product was purified by column chromatography eluting with petroleum ether: methylene chloride = 3:1 (v/v) to give a solid, 2.25 g, yield 86%.The results of 1H NMR, 13C NMR, MS and elemental analysis indicated that the obtained compound was the object product.

References:

South China Xietong Chuangxin Institute;Ying Lei;Peng Feng;Zhong Zhiming;Huang Fei;Cao Yong CN108424344, 2018, A Location in patent:Paragraph 0062; 0063; 0064; 0074

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