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ChemicalBook CAS DataBase List 3-(4-Methanesulfonylphenyl)benzoic acid
893736-70-4

3-(4-Methanesulfonylphenyl)benzoic acid synthesis

3synthesis methods
-

Yield:893736-70-4 90%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;potassium phosphate in 1,4-dioxane;water at 95;Inert atmosphere;Suzuki-Miyaura Coupling;

Steps:

General procedure A - Aqueous conditions

General procedure: The halo aryl (1.0 equiv) was dissolved in a mixture of water:dioxane (1:1). The boronic acid or ester(1.5 equiv) and potassium phosphate (5.0 equiv) were added. The solution was degassed byvacuum/argon cycles (10 times) before addition of PdCl2(PPh3)2 (10 mol%) and further degassed (5times). The resulting mixture was stirred at 95 °C under argon atmosphere for 16-20 hours. Thereaction mixture was filtered through Celite and diluted with water (approx. 30 mL) before washingwith chloroform (3 x 30 mL). If not stated otherwise, the aqueous phase was concentrated underreduced pressure and applied to a C18 precolumn before purification on a 10g or 60 g C18 column witha gradient of acetonitrile in water (10-100%) to yield the desired product.

References:

Akhter, Sundus;Lund, Bjarte Aarmo;Ismael, Aya;Langer, Manuel;Isaksson, Johan;Christopeit, Tony;Leiros, Hanna-Kirsti S.;Bayer, Annette [European Journal of Medicinal Chemistry,2018,vol. 145,p. 634 - 648] Location in patent:supporting information

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