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ChemicalBook CAS DataBase List Pinacol vinylboronate
75927-49-0

Pinacol vinylboronate synthesis

2synthesis methods
Pinacol

76-09-5

Boranediamine, 1-ethenyl-N,N,N',N'-tetrakis(1-methylethyl)- (9CI)

151293-63-9

Pinacol vinylboronate

75927-49-0

Under nitrogen protection, 193 g of pinacol and 14 g of 2,6-di-tert-butyl-4-methylphenol were added to a 1 L reaction flask and heated to 85-90 °C until the pinacol was completely melted. The intermediate reactants were added slowly dropwise, taking care to control the rate of dropwise acceleration. Subsequently, diisopropylamine was isolated by distillation using an atmospheric pressure steam distillation apparatus. Upon completion of the reaction, a colorless and transparent vinylboronic acid pinacol ester liquid product containing 225 g of the target product was obtained, which was analyzed by gas chromatography (GC) with a purity of 99.1% (excluding polymerization inhibitors).

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Yield:75927-49-0 23%

Reaction Conditions:

RuH2(H2)2(tricyclohexylphosphine)2 in toluene

References:

Montiel-Palma, Virginia;Lumbierres, Maria;Donnadieu, Bruno;Sabo-Etienne, Slyviane;Chaudret, Bruno [Journal of the American Chemical Society,2002,vol. 124,# 20,p. 5624 - 5625]

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