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ChemicalBook CAS DataBase List 2-Naphthoic acid
93-09-4

2-Naphthoic acid synthesis

14synthesis methods
-

Yield:93-09-4 98.8%

Reaction Conditions:

with palladium 10% on activated carbon;potassium acetate;bis(pinacol)diborane in ethanol at 60; for 6 h;Inert atmosphere;Suzuki-Miyaura Coupling;

Steps:

General procedure:

General procedure: To a solution of brominated aromatic compounds (1 equiv),bis(pinacolate)diboron (1.5 equiv) and anhydrous ethanol (15 mL)were added10%palladium-carbon (0.01 equiv), followed by potassium acetate (3 equiv) under argon. The mixture was heated in a 60 °C with stirring for the indicated time. Thereactor was cooled to room temperature, and the reaction mixture was filtered, and thefiltrate was concentrated under reduced pressure. The residue was extracted with dichloromethane (20 mL×3), and organic layer was washed with water (20 mL×2)and once with brine (25 mL), dried over magnesium sulfate and concentrated in vacuo.The product was purified by silica gel flash chromatography on silica gel usingpetroleum as eluent.

References:

Du, Fangyu;Zhou, Qifan;Liu, Dongdong;Fang, Ting;Shi, Yajie;Du, Yang;Chen, Guoliang [Synlett,2018,vol. 29,# 6,p. 779 - 784] Location in patent:supporting information

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