O-Xylene → HCID 54487403, compound

Participants

Reaction Steps

2 parts of [(tetrahydro-2H-pyran-2-ylidene)methyl] triphenylphosphonium chloride and 1 part of furfural were combined in 45 parts of xylene. This was maintained under a nitrogen atmosphere and was refluxed for about 24 hours to give a black solution. After cooling the reaction mixture to room temperature xylene was removed from this solution at a temperature of about 40°-60° C. under reduced pressure, leaving a product mixture. This mixture was seprated chromatographically on a silica column using as the elution solvent a solution of 20 percent by volume of ethyl acetate in Skelly B, to yield 1-(2-furyl)7-chloro-1-hepten-3-one which, after a recrystallization from n-pentane, melted at about 50°-52° C.

Provenance & Evidence