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ChemicalBook CAS DataBase List 2-(5,5-dimethylcyclopent-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(5,5-dimethylcyclopent-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane synthesis

2synthesis methods
-

Yield:1011531-89-7 81%

Reaction Conditions:

with sodium phenoxide;triphenylphosphine;bis-triphenylphosphine-palladium(II) chloride in toluene at 50; for 2 h;Inert atmosphere;

Steps:



Step 2: 2-(5,5-dimethyl-cyclopent-1 -enyl)-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane A flask charged with tnfluoromethanesulfonic acid 5,5-dimethyl-cyclopent-1 -enyl ester (1 .70 g), bis(pinacolato)diboron (1 .80 g), Pd(PPh3)2CI2 (0.15 g), PPh3 (0.17 g), and sodium phenoxide (1 .21 g) is purged with argon for 10 min. Toluene (20 ml_) is then added, and the resulting mixture is stirred at 50 °C for 2 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extract is dried (MgS04) and concentrated . The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 4: 1→1 :2) to give the title compound. Yield: 1 .25 g (81 % of theory).

References:

WO2012/72691,2012,A1 Location in patent:Page/Page column 60-61