ORGLIST:tBuOCl in THF

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From: Andrea Giordano (andrea.giordano$##$mlib.cnr.it)
Date: Wed Jun 12 2002 - 17:09:24 EDT

Hello all!

In the past I experienced how THF is unsuitable for chlorination by means of
gaseous Cl2, as THF chlorinates itself.

On the one hand, I moved to tertbutyl hypochlorite (tBuOCl), which is
particulary suited for my substrates;on the other hand, one I intend to
chlorinate particulary "likes" THF, i.e. is insoluble in methylen chloride
or chloroform, (other than common solvents) where it sticks on the wall of
the reaction vessel decreasing significantly my desired yield...

I decided to try tBuOCl/THF, but I don't know in principle if the solvent
can stand it...At a first sight, it seems I don't have a messy TLC as
happend with THF/CL2, anyway what do you think about it?

Thanks!

A. Giordano
CNR-IMC
Rome, Italy.

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