2-(2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol synthesis

Yield:885069-30-7 3.1 g

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾;potassium acetate in N,N-dimethyl-formamide at 60; for 12 h;

Steps:

3.3.B Preparation 3.3 2-[2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-2- ol. B- 2-[2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-2- ol.

To a solution of 3 g of the compound from the preceding step in 60 ml of DMF are added 3.66 g of 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi-l,3,2-dioxaborolane, 3.54 g of potassium acetate and then 1.39 g of tetrakis(triphenylphosphine)palladium, and the mixture is heated at 60°C for 12 hours. The reaction mixture is concentrated under vacuum, the residue is extracted with EtOAc, the organic phase is washed with water and filtered, the filtrate is dried over MgSC^ and the solvent is evaporated off under vacuum. The residue is taken up in hot heptane, the tars are removed and the solvent is concentrated under vacuum. 3.1 g of the expected compound are obtained in the form of an oil that crystallizes.

References:

WO2013/87643,2013,A1 Location in patent:Page/Page column 16