[AlphaScent]

A hydrolysis of an acetate done in with 10% NaOH in Methanol.  The work up says to wash with 1 N HCl.  I say to extract my product with hexanes and then wash.  What do you think?

[discodermolide]

Wash it with acid first then extract, methanol/water and hexane don't mix.

[sjb]

A hydrolysis of an acetate done in with 10% NaOH in Methanol.  The work up says to wash with 1 N HCl.  I say to extract my product with hexanes and then wash.  What do you think?

Why do you think the work-up is described as given? How will things be affected with your work-up?

[AlphaScent]

I have done this reaction on similar compound except this has one double bond, where the other was a diene.  What I did before was extract then wash, 99% yield.  I thought it odd the procedure given to me from a grad thesis was opposite.  I am going to wash first with 1 N HCl.  Ill post results in a few hours... Wash with 1 N HCl until acidic, extract with hexanes..wash with brine, filter and remove solvent i.v....should be great...

[cvrlik]

A hydrolysis of an acetate done in with 10% NaOH in Methanol.  The work up says to wash with 1 N HCl.  I say to extract my product with hexanes and then wash.  What do you think?

I thing you need to add HCl first because Na-salt is not soluble in hexane...