(Z)-1-Ethoxyethene-2-boronic acid pinacol ester synthesis
- Product Name:(Z)-1-Ethoxyethene-2-boronic acid pinacol ester
- CAS Number:219489-07-3
- Molecular formula:C10H19BO3
- Molecular Weight:198.07
109-92-2
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25015-63-8
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1201905-61-4
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219489-07-3
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Yield:-
Reaction Conditions:
palladium diacetate at 20; for 20 h;
Steps:
9
Example 9Pinacol vinylboronate (6)mixture of E,Z isomers10(E)-6, (Z)-6 Pinacolborane (10) and 4.1 equivalents of ethyl vinylether are stirred at room temperature in the presence of 0.05 mol% Pd(OAc)2 until reaction completion (20 h). The mixture is then concentrated and the product distilled under vacuum to afford pinacol vinylboronate (6) as a colorless liquid in 83% yield. The product consists of a mixture of E/Z isomers (ratio ca. 2:1 ). MS (Turbo Spray): 199 (M+H+, 100%), 216 (M+NH4+).
References:
F. HOFFMANN-LA ROCHE AG;BRUMSTED, Corey James;MOORLAG, Hendrik;RADINOV, Roumen Nikolaev;REN, Yi;WALDMEIER, Pius WO2012/10538, 2012, A2 Location in patent:Page/Page column 30-31