Sodium Bromide → [(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium bromide

Participants

Reaction Steps

A solution consisting of 2.1 parts of [(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium chloride in 50 parts of water is added with stirring to 2 parts of sodium bromide. At the end of about 5 minutes an additional 4 parts of sodium bromide is added and the mixture is stirred until precipitation is complete. The precipitate is isolated by filtration, thus affording [(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium bromide. This product melts at 205°-209° C. and is characterized by 60 MHz nuclear magnetic resonance peaks in CDCl3 (deuterated chloroform) at 107 cps (multiplet), 170 cps (multiplet), 228 cps (multiplet), 329 cps (doublet, J≃18 cps) in addition to the aromatic protons, and by microanalytic determination of bromide.

Provenance & Evidence