The Use of Bromotrichloromethane in Chlorination Reactions
Stephen G. Newman, Christopher S. Bryan, Didier Perez, Mark Lautens*
*Department of Chemistry, University of Toronto, Toronto, ON,
M5S 3H6, Canada, Email: mlautens
chem.utoronto.ca
S. G. Newman, C. S. Bryan, D. Perez, M. Lautens, Synthesis, 2011, 342-346.
DOI: 10.1055/s-0030-1258368
Abstract
Stoichiometric bromotrichloromethane in acetonitrile can replace solvent quantities of carbon tetrachloride in the synthesis of gem-dichloroalkenes from aldehydes in the presence of triphenylphosphine. Similarly, bromotrichloromethane in dichloromethane can be used for the Appel reaction of benzyl alcohols to form benzyl chlorides at r.t., which is commonly carried out in refluxing carbon tetrachloride.
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Key Words
olefination, aldehydes, halogenation, Appel reaction, benzyl halides
ID: J66-Y2011-0160
