Abstract
A variety of commercially available tetralkyl (R1R2R3R4N+) ammonium chlorides and methyl sulfate salts were examined under phase transfer conditions. For conversion of benzyl chloride to benzyl acetate with aqueous potassium acetate, tri C8–10 methyl ammonium chloride was the most efficient, with tri C16–18 methyl ammonium chloride was next. The alkyl trimethyl ammonium chlorides (particularly C12–14 trimethyl) performed well for the oxidation of benzyl alcohol to benzaldehyde with sodium hypochlorite. Trimethyl tallow, C16–18 partially unsaturated, ammonium chloride was the catalyst of choice for the dichlorocarbene addition to cyclohexene.
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Friedli, F.E., Vetter, T.L. & Bursik, M.J. Comparison of commercially available quaternary ammonium structures for phase transfer catalysis. J Am Oil Chem Soc 62, 1058–1061 (1985). https://doi.org/10.1007/BF02935717
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DOI: https://doi.org/10.1007/BF02935717