Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: base induced saponification of 3,4 methylenedioxyphenylbutene-2-one enol ester
jon
Hazard to Others
***




Posts: 459
Registered: 11-1-2006
Member Is Offline

Mood: paranoid distrustful apprehensive

[*] posted on 2-7-2007 at 20:40
base induced saponification of 3,4 methylenedioxyphenylbutene-2-one enol ester


I was looking at a previous thread where someone supposedly took some piperonal and condensed it with mek to get the phenylbutene-2-one and then did a bayer villiger oxidation on it to get the enol ester which he then hydrolysed with NaOH in alcohol and water (50/50).
this is my question, the saponification was done at room temp. would'nt lower temperatures just favor aldol products? would it rather be advantageous to raise the temperature to reverse any aldol condensations?
I ask because I know the aldol condensation is a reversible reaction and usually done in the cold since this is the thermodynamic product. the reason it was done with base and not acid is because of that aryl ether that is sensitive to hydrolytic cleavage.

[Edited on 3-7-2007 by jon]

[Edited on 3-7-2007 by jon]
View user's profile View All Posts By User

  Go To Top