ORGLIST:Chlorination of a primary non -benzylic alcohol in the reduction to an alkane

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From: chamula (chamula$##$cybercable.net.mx)
Date: Tue Nov 02 2004 - 13:55:46 EST


I have been looking for a method to chlorinate and finally reduce to al
alkane , a primary non -benzylic alcohol. The use of thionyl chloride or any
of the Phosphorous halides are not an option. I have considered the Lucas's
test with ZnCl/HCl but not sure the yields are even worth doing. Also the
Red Phosphorous/HI method in acetic acid has been looked at but lack the
conditions, this method will reduce to the desired alkane.

There are many methods using the cyanuric chloride with methylmorpholine and
the like, trichloroisocanuric acid, but at the end require column
chromatography for purification.

I would appreciate some leads and ref to journals .....thanks

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