Simple economical syntheses in good yield of octa-, nona-, and undecaethyle
ne glycols were developed based on a coupling methodology whereby monobenzy
l trior tetraethylene glycols were chain-extended either by coupling them t
ogether in the presence of tosyl chloride or through reaction with alpha,om
ega -ditosyl triethylene glycol in dioxane in the presence of powdered KOH.
The alpha,omega -O-benzyl-protecting groups were removed by catalytic hydr
ogenolysis.