March 29, 2024, 07:04:33 AM
Forum Rules: Read This Before Posting


Topic: Hydrolysis Work-up  (Read 4247 times)

0 Members and 1 Guest are viewing this topic.

Offline AlphaScent

  • Full Member
  • ****
  • Posts: 638
  • Mole Snacks: +24/-7
  • Gender: Male
Hydrolysis Work-up
« on: October 18, 2012, 11:26:44 AM »
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?
If you're not part of the solution, then you're part of the precipitate

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Hydrolysis Work-up
« Reply #1 on: October 18, 2012, 11:42:26 AM »
Wash it with acid first then extract, methanol/water and hexane don't mix.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3652
  • Mole Snacks: +222/-42
  • Gender: Male
Re: Hydrolysis Work-up
« Reply #2 on: October 18, 2012, 11:43:06 AM »
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?

Offline AlphaScent

  • Full Member
  • ****
  • Posts: 638
  • Mole Snacks: +24/-7
  • Gender: Male
Re: Hydrolysis Work-up
« Reply #3 on: October 18, 2012, 12:04:49 PM »
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...
If you're not part of the solution, then you're part of the precipitate

Offline cvrlik

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
Re: Hydrolysis Work-up
« Reply #4 on: October 22, 2012, 09:55:26 AM »
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...

Sponsored Links