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filingDate 1962-03-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1964-06-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-961893-A
titleOfInvention Improvements in solutions of quaternary ammonium borohydrides in liquid hydrocarbons
abstract The invention comprises a reagent for effecting reduction of organic compounds comprising a quaternary ammonium borohydride having the formula Rx(CH3)yNBH4 where R is a saturated or unsaturated straight chain aliphatic hydrocarbon radical containing from 7 to 21 carbon atoms and x and y are integers from 1 to 3 and x+y equals 4, in solution in an inert liquid hydrocarbon, such as benzene, hexane, ligroin or mineral oil. The quaternary ammonium borohydride may be made by adding a solution of the quaternary ammonium chloride in isopropanol to a methanolic solution of sodium borohydride and sodium hydroxide, filtering off sodium chloride and removing solvents by vacuum distillation. The above reagent may be used to reduce an organic compound having a reducible functional group e.g. an aldehyde, ketone, acid halide or organic peroxide at a temperature sufficient to cause reduction but low enough to avoid thermal decomposition of the borohydride. Examples describe the reduction of p-hydroxybenzaldehyde to p-hydroxybenzyl alcohol; 2 ethyl hexaldehyde to 2-ethylhexanol; p-nitrobenzoyl chloride to p-nitrobenzyl alcohol; benzoyl peroxide to benzoyl anhydride; ethyl p-nitrobenzoate to p-nitrobenzyl alcohol; and benzoyl chloride to benzyl alcohol.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2424662-A1
priorityDate 1961-06-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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