Open-flask hydroboration and the use thereof
AssigneePurdue Research Foundation
InventorsP Veeraraghavan Ramachandran, Ameya Sanjay Kulkarni, Michael Patrick Drolet
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Abstract
The present disclosure generally relates to a process for hydroboration of an alkene or alkyne using ammonia borane (AB). In particular, the present invention relates to hydroboration of an alkene or alkyne in the presence of air or moisture, and a clean process for facile preparation of an alcohol by oxidizing the organoborane so formed with hydrogen peroxide. The products, including aminodialkylboranes, ammonia trialkylborane complexes, as well as various alcohols so prepared, are within the scope of this disclosure.
Claims10
A process for preparing an alcohol, primary, secondary, or vicinal diol using an alkene or alkyne, comprising the steps of
- a. preparing a solution of an ammonia borane (AB);
- b. adding an alkene or alkyne to said AB solution;
- c. refluxing with heating and stirring to afford an organoborane, wherein the effectiveness of this process is not affected by the presence of air or moisture;
- d. cooling the reaction mixture to about 0° C. and then adjusting the pH of the solution to basic with a NaOH solution;
- and
- e. oxidizing said organoborane by adding about three equivalents of H2O2 to afford an alcohol.
Dependencies are inferred from the claim text.