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1416157-80-6

4,4,5,5-Tetramethyl-2-[4-(oxan-4-yloxy)phenyl]-1,3,2-dioxaborolane synthesis

5synthesis methods
215453-84-2 Synthesis
4-(4-Bromophenoxy)tetrahydro-2H-pyran

215453-84-2
37 suppliers
$65.00/100mg

4,4,5,5-Tetramethyl-2-[4-(oxan-4-yloxy)phenyl]-1,3,2-dioxaborolane

1416157-80-6
4 suppliers
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Yield:1416157-80-6 77%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in N,N-dimethyl-formamide at 125; for 5 h;Inert atmosphere;

Steps:

A General Method E (Borylation of aryl halides): using B^pm? / Pd

General procedure: A mixture of aryliodide or arylbromide (1 equiv.), bis(pinacolato)diboron (1.2 to 1.5 equiv.), OAc (3 equiv.) and DMF or DMSO was purged with Ar for 10 min. [1,1'- PdCl2dppf*CH2Cl2 (3-5 mol%) was added, the vial sealed and heated at 85-100 °C for 2-3 h. The product was partitioned between EtOAc and satd aq NaHC03 solution, washed with brine, dried over Na2S04 or MgS0 , filtered, and concentrated to dryness. The crude product was purified by flash chromatography to give the title compound.

References:

WO2013/53051,2013,A1 Location in patent:Page/Page column 68; 81