High Bees!
Swim wanted to try oxime formation with the ketone produced in
Post 478384
(Xicori: "P2P from Aniline! (Meerwein arylation)", Methods Discourse).
Sonson´s procedure (Chromics variation) was used.
https://www.thevespiary.org/rhodium/Rhodium/chemistry/alhg.oxime.html
To a 100ml RBF was added 2,7g of waterfree Sodium acetate and 9ml of water. Then 2,6g NH
2OH.HCl (~37mmol) was added and the mixture was stirred until most solids were in solution.
To this solution was added 4g (~30mmol) of P2P in 22,5ml of MeOH and the resulting yellow solution (still some solids undissolved) was refluxed for 90min. Even at reflux temperature some solids didnt dissolve.
After the mixture had cooled to room temperature 25ml of water was added and the mixture was put into the freezer but nothing crytallized - only some yellow oil fell out to the bottom of the flask.
So the mixture was extracted with 2*40ml Ethyl acetate. The cobined organic phases were dried over Na
2SO
4, and the solvent was removed on the rotary evaporator to leave ~5g of a yellow oil that does not want to crytallize in the freezer.
Now the questions:
SWIm coundnt find physical properties of P2P-Oxime on TFSE (only about MDP2P-oxime and methoxy-substituted oximes - they were all solids).
So it made swim wonder that his product was an oil. - Does anybee know the physical properties of P2P-Oxime or a good way of testing the product?
TLC? - any recommendations on the eluant?
Best wishes and a happy and productive year 2004!!
xicori