RE: ORGLIST: 4-hydroxycinnamoyl aldehyde

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From: Thomas Høeg-Jensen (TSHJ$##$NOVO.dk)
Date: Wed Nov 10 1999 - 10:09:11 EST

I think you are wrong. According to ACD (avaiblable chemicals database,
under ISIS)
no one sells 4-hydroxycinnamoyl aldehyde.
Regarding the proposed reaction, I wonder if the double bond is stable
during the reduction? Conjugated double bonds are known to be sensitive to
e.g. LiAl4.
I would check the literature thoroughly, the compound is in e.g. Beilstein
Crossfire, with several synthetic routes. I couldnt see which routes, so you
have to get the original references.

----------------------------------------
Thomas Hoeg-Jensen, Ph.D
Novo Nordisk A/S, Denmark

-----Original Message-----
From: owner-orglist$##$dq.fct.unl.pt [mailto:owner-orglist$##$dq.fct.unl.pt]On
Behalf Of Jacob Zabicky
Sent: 10. november 1999 15:57
To: Multiple recipients of list orglist
Subject: Re: ORGLIST: 4-hydroxycinnamoyl aldehyde


Hello Rod,

Alfa Aesar (see www.alfa.com), Aldrich and probably others carry the
compound.

Jacob

>I need some p-coumaroyl aldehyde (4-hydroxycinnamoyl aldehyde) and, as far
>as I've been able to determine it's not commercially available.
>
>I thought I'd try to produce it by converting p-coumaric acid into the
>carboxyl chloride (using thionyl chloride) followed by reduction with
>lithium tributyoxyaluminum hydride.
>
>Does anyone see a problem with this, or have a better suggestion?
>
>Rod Savidge
> **********************************************************************
> Rod Savidge, PhD, Professor | E-mail: savidge$##$unb.ca
> Faculty of Forestry and \|/
> Environmental Management \ | / Phone: (506) 453-4919
> University of New Brunswic _\/|\/_
> Fredericton, NB CANADA \|/ Fax: (506) 453-3538
> E3B 6C2 |
>
>
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