Re: ORGLIST: Isolation of polyamine from plant extract

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From: Ilya Avrutov (IAvrutov$##$dalton.com)
Date: Mon Jun 16 2008 - 16:29:13 EDT


Dear Eric,

I don't know the reason for sure, but I think that it is due to the fact
that amines in aqueous solution exist in equilibrium with ammonium
hydroxide form. Addition of the alcali strongly moves the equilibrium to
the free amine, which solubility is much lower (especially in solutions
with high ionic strength). I didn't say, that EA is ideal solvent, it is
one of possible solvents, not mixing with alcali solution. It could
definitely be hydrolized, but if you do extraction fast and without
heating, probably it will survive mostly. Definitely you could use
another solvent, such as MTBE, for example, but you need to find solvent
separating amine from your product, so it is matter of trials and
errors.

Best,
Ilya Avrutov, PhD
Process Development Team Leader
Dalton Pharma Services
349 Wildcat Rd., Toronto, ON
M3J 2S3 Canada

 

-----Original Message-----
From: everybody-bounces$##$orglist.net
[mailto:everybody-bounces$##$orglist.net] On Behalf Of Platt, Eric
Sent: Thursday, June 12, 2008 3:17 PM
To: everybody$##$orglist.net
Subject: Re: ORGLIST: Isolation of polyamine from plant extract

Dear Ilya,

Why would deprotonating the amine make it water insoluble, the nitrogen
would still hydrogen bond, no? Also, what about ethyl acetate would
make it an ideal solvent? Wouldn't excess NaOH hydrolyze it?

Thanks,

Eric

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Today's Topics:

   1. (no subject) (vinayak khairnar)
   2. Re: Isolation of polyamine from plant extract (Ilya Avrutov)
   3. Re: Imine reduction (Khalid Mirza)

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Message: 1
Date: Mon, 9 Jun 2008 20:46:52 +0530 (IST)
From: vinayak khairnar <vinayak_khairnar$##$yahoo.co.in>
Subject: ORGLIST: (no subject)
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Dear bhushan,
Try the Luche reduction i.e. NaBH4/CeCl3/MeOH for selective
reduction&nbsp; of imine over aldehyde. It may workout.
&nbsp;
Vinayak khairnar
Scientist.
Hyderabad.

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Message: 2
Date: Mon, 9 Jun 2008 11:27:13 -0400
From: "Ilya Avrutov" <IAvrutov$##$dalton.com>
Subject: Re: ORGLIST: Isolation of polyamine from plant extract
To: <ahafeez61$##$yahoo.com>, <everybody$##$orglist.net>
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Dear Abdelhafeez

You can try to saturate the aqueous solution with NaOH and extract amine
with organic solvent (EA, ...) or sometimes just to separate the layers,
if the amine is separated from the solution.

Best,
Ilya

-----Original Message-----
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[mailto:everybody-bounces$##$orglist.net] On Behalf Of abdelhafeez
abdelhafeez
Sent: Sunday, June 08, 2008 1:51 PM
To: everybody$##$orglist.net
Subject: ORGLIST: Isolation of polyamine from plant extract

Dear All
I have unkown polyamine compound in an aqueous extract of a plant.
To isolate this compound using column chromatography using water:acetic
acid:n-butanol as elution solvent but it doesn't work.
Please any suggestion to solve this problem.
A. Mohammed

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Message: 3
Date: Mon, 9 Jun 2008 13:31:03 -0400
From: "Khalid Mirza" <khalidsmirza$##$gmail.com>
Subject: Re: ORGLIST: Imine reduction
To: everybody$##$orglist.net
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You can try Diborane-methanol system, apparently the system spares
aromatic aldehydes (eg. Benzaldehyde) during reduction.

Check this reference out -* Chem. Pharm. Bull. 34(11)4817-4820 (1986)*

Good Luck.

--
Khalid Mirza
Graduate Student
The Bradley Research Group
Department of Chemistry
Drexel University
usefulchem.wikispaces.com
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