From: Jonas Nilsson (jonni$##$ifm.liu.se)
Date: Wed Sep 27 2000 - 09:16:21 EDT
I've used 1 equivalent of LiOH in dioxane/water 1:1 at 0 deg C. This
would at
least
minimize the side reactions somewhat and my methylester was hydrolyzed
within 5
minutes.
/Jonas
Luis Fernando Garcia Alles wrote:
> Dear people,
> I'm trying to hydrolyze a methyl ester in a molecule which
contains also
a
> phosphoenol function:
>
>
MeOOC-CH2-C(=CH2)-OPO3R2)
>
> I've tried to do it under standard conditions, NaOH/MeOH and
NaOHaq,
> without too much success. At best I've obtained the product
contaminated
> with others coming from side reactions (specially phosphoenol
degradation).
> I've tried also to perform the hydrolysis by enzymatic means, using a
> lipase, without any good result. One of the last possibilities I might
use
> it's to hydrolyse it under acidic conditions:HCl saturated, but I'm
> wondering about the stability of the phosphoenol group.
> Does anybody know of any procedure which might work under mild
conditions??.
-- _____________________ _____________________ | Jonas Nilsson | | | |Linkoping University | | Telephone | | IFM | | --------- | | Dept. of Chemistry | | work: +46-13-285690 | | 581 83 Linkoping | | fax: +46-13-281399 | | Sweden | | home: +46-13-130294 | |_____________________| |_____________________|__________________
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