kamal - 10-3-2006 at 04:43
Hi friends !
Some time ago, I had posted for making a michael adduct & an imine from an alpha keto ester & l-alanine. At that time, I mistaken taking the
ketoester (ethyl-3-benzoylacrylate). It should be Ethyl-2-oxo-4-phenylbutyrate as under.
Here, I again clarify this IMINE FORMATION mechanism :
PhCH2CH2C=OCOOC2H5 + H2N-CH(CH3)-COOH makes :
PhCH2CH2-C(COOC2H5)=N-CH(CH3)-COOH.
Here, I want to use l-alanine in this reaction but its poor solubility in almost solvents inhibits proceeding.
Can anyone suggest how I should perform this reaction? i.e., solvent media, reaction conditions, etc.
Awaiting your replies.......
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Edit by vulture: This is a forum, not a mailing list. All caps is not necessary, as that is considered SHOUTING.
[Edited on 10-3-2006 by vulture]
chochu3 - 10-5-2006 at 03:50
keep water out of the reaction as this reverses imine formation. You could boil with toluene in a dean starck trap.