[java]

Although there are many ways to reduce a primary  amino alcohol to the respective hydrocarbon , for the lack of the usual thionyl chloride , and the family of Phosphorous to make a chloride , I need some help on an approach to my problem.

Halogenation of an alcohol would make the halide and easier leaving group. There are some patents that talk about the reduction with RP/I  where no halogenation is needed , since its done in situ through HI. Cyanuric chloride has also been shown to chlorinate alkene alcohols and when combined with DMF(dimethylfomamide) can chlorinate arene alcohols.

However both methods have their draw backs , lack of access to the material or expensive reagents. There is a patent someplace that deals with the hydrogenation of alcohols using Pd catalyst to reduce to hydrocarbon...however I have been looking for it, but nothing yet. any suggestions...java

 

[java]

There is the Lucas Test which chlorinates alcohols in this order, tertiary>secondary > primary, also Benzylic alcohols , there is also some comments on the fesability of primary alcohols being chlorinated with this process ZnCl+ HCl (Lucas Test), with some additional heat in good yields.

The general term is Primary aromatic  non benzylic alcohols....in searching for this type of alcohol halogenation...java

[movies]

An alternative to halogenation is putting a protecting group on the alcohol that will make it a good leaving group.  For example, p-toluenesulfonyl chloride will react with the alcohol to form what is called the tosylate.  This can then be removed reductively with strong reducing agents like Et₃BH or LiAlH₄.

I don't suppose this solves any of your availability problems, but it is an alternative method.