Sciencemadness Discussion Board

cholesterol esters

ItalianChemist - 7-7-2011 at 03:39

Hi to all!
I've tried the synthesis of cholesteryl benzoate, but I didn't obtained a good result.
I mixed cholesterol and TEA in the right quantities in acetone, then I added a little excess of benzoyl chloride, and I stirred the solution for 30 minutes.
I Buchner filtered the solid, but I don't obtained the product that I wanted.
What can be happened? In which way can I obtain pure cholesteryl benzoate?
Thanks!

jon - 7-7-2011 at 03:46

you should give it more time it takes longer with triethylamine.
wash, rinse, dry, repeat

ItalianChemist - 7-7-2011 at 04:36

Quote: Originally posted by jon  
you should give it more time it takes longer with triethylamine.
wash, rinse, dry, repeat

Thank you!
I'll stir the solution for more time

jon - 7-7-2011 at 04:39

make sure your acetone is dry also...
actually if memory serves it takes stirring overnight for esterification of those steroid type molecules to complete.
but that is with anhydrides and pyridine.
acid chlorides react faster.

[Edited on 7-7-2011 by jon]