Triphenylphosphine → (6-Chloro-2-oxohexyl) triphenylphosphonium chloride

Participants

Reaction Steps

To a solution of 41 parts of 1,6-dichloro-2-hexanone in 400 parts by volume of benzene is added 44 parts of triphenylphosphine and the resulting solution is stored, in the absence of light for about 6 days, at the end of which time the crude product has crystallized from the mixture. That material is collected by filtration and is purified by recrystallization from acetone to afford (6-chloro-2-oxohexyl)triphenylphosphonium chloride. This product is characterized by 60MHz nuclear magnetic resonance peaks in CDCl3 (deuterated chloroform) at 100 cps (multiplet), 140 cps (multiplet), 180 cps (multiplet), 208 cps (multiplet) and 357 cps (doublet, J=12) in addition to the aromatic protons. The C1 protons at 375 cps exchange with D2O (deuterated water).

Provenance & Evidence