Re: ORGLIST: hydrochloride salts

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From: Christopher Paul Borella (cborella$##$ic.sunysb.edu)
Date: Thu Dec 23 1999 - 20:41:09 EST


Dave,

I'm not sure about the amine being stable, however lyopholizing HCl could
be quite bad for the machine. I would suggest using something a little
less harsh for both the lyopholizer and your product like ammonium
chloride which can also be lyopholized off. We actually use this as our
HPLC buffer quite often.

hope this helps.


-chris

On Wed, 22 Dec 1999, David L. Price wrote:

> Dear Group,
>
> This question may be too basic for the list, but here it is. I've just
> isolated a polycyclic amine from a preparative RP-HPLC run which used
> 0.1% heptafluorobutyric acid (HFBA) as the aqueous buffer and
> acetonitrile as the eluting organic buffer. After drying the pooled
> fractions, I assume that I have the HFBA salt of the protonated amine.
> To obtain the hydrochloride salt, would I just dissolve the product in
> dilute HCl, then lyophilize? My reasoning is that the pKa of HCl is
> lower than HFBA. Adding the HCl would protonate the HFBA which is quite
>
> volatile in the acid form. If this is correct, then can one assume that
>
> any amine that is prepared / sold as its hydrochloride salt is stable in
>
> HCl?
>
> Happy Holidays,
>
> David L. Price
> price$##$mail.chem.sc.edu
>
> Department of Chemistry & Biochemistry
> University of South Carolina
>
>
>
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>
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