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Author Topic: Removing the Mesylate from Bromocriptine Mesylate  (Read 84 times)

JohnSanders

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Removing the Mesylate from Bromocriptine Mesylate
« on: October 17, 2009, 12:06:03 AM »

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Mesylate is considered an excellent leaving group in nucleophilic substitution reactions.

With this taken from wikipedia, it seems that it would logical to make the gringard of this, then expose it with H20 to remove it? This seems to cause a problem, because this would also affect the bromo- leaving me with some un-reacted Ergocristine, and bromocriptine.

How would you proceed to remove the mesylate salt? I could also try something short of hydrolysis but I'm worried about the sensitivity of the chemical.

Naf1

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Re: Removing the Mesylate from Bromocriptine Mesylate
« Reply #1 on: October 17, 2009, 12:15:54 AM »
If you word your question properly, it will answer itself.

Q;How would you proceed to remove the salt of an acid?

A;Titrate with base.

JohnSanders

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Re: Removing the Mesylate from Bromocriptine Mesylate
« Reply #2 on: October 17, 2009, 03:49:21 AM »
I understand this, but I'm worried about isomerizing the chemical into another product that is not active or the ability to be undone. My first thoughts were simple. Use KOH to remove the Mesylate. Then I started thinking about using too much, too little. I'd obviously need to experiment and before I even tried to (A waste of thousands of dollars) I wanted to be sure.

styphnate

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Re: Removing the Mesylate from Bromocriptine Mesylate
« Reply #3 on: October 17, 2009, 04:43:02 AM »
Quote from: JohnSanders on October 17, 2009, 03:49:21 AM
Then I started thinking about using too much, too little.
That's the brilliance of titration- thanks to the indicator, if done properly you will use exactly the right amount.  Just stop at the transition point.
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