Ethanol → HCID 20295300, compound

Participants

Reaction Steps

To a solution of 5.0 g diphenyl-n-octadecyl sulfonium tetrafluoroborate in 20 ml. of ethanol is added 20.0 g of potassiumtosylate dissolved in a mixture of 200 ml. ethanol and 10 ml. water. The reaction mixture is maintained at 80°-90° while being stirred vigorously for 2 hours. The reaction mixture is then cooled and evaporated i.v. to dryness. The residue is taken up in methylene chloride; the organic phase washed several times with water, dried over sodium sulphate, filtered and evaporated i.v. to dryness. The residue is chromatographed over silica gel three times using methylene chloride and increasing amounts of methanol to obtain n-octadecyldiphenylsulfonium p-toluenesulfonate.

Provenance & Evidence