On Rhodium´s site there is a writeup for making MDP-2P oxime from MDP-2P, using the ketone, hydroxylamine HCl and sodium acetate. When the method is tried with other phenylacetones it gives nothing. Believe me, I´ve tried!! This fact has really pissed me off since there has been a few oximes I´ve wanted to play with. So while whining the way only I can do, I decided I WOULD make those oximes at any cost.
I found this patent Patent US6235935 (http://l2.espacenet.com/dips/viewer?PN=US6235935&CY=gb&LG=en&DB=EPD)
in which they made oximes from aqueous free hydroxylamine and the ketone. They stated that in some cases it may be necessary to acidify the solution slightly to initiate oxime formation.
I tried this:
2,4-dimethoxyphenylacetone (10g, 51 mmol) was added to hydroxylamine ( 2g, 60 mmol) as a 40% aqueous solution, and enough MeOH was added to form a homogenous solution. This mixture was allowed to stir for 2 hours at room temperature and then acidified to pH 5.5 with acetic acid. Stirring was continued overnight. In the morning there was a thick, slightly orange oil at the bottom. 100ml cold water was added to the reaction mixture which caused more oil to fall out from solution: This was allowed to settle at the bottom and the remaining liquid was decanted off. The oil was dissolved in 50 ml MeOH, 1g activated carbon added, the solution filtered and the MeOH was removed by distillation in a rotovap. This gave 9.8g of a slightly orange oil which solidified over a couple of hours.
The solid cake was dissolved in about 30ml boiling i-PrOH and slowly chilled to 0 deg C while scratching of the walls with a glass rod now and then. This produced 2,4-dimethoxyphenylacetone oxime as white needles. Yield 8.4 g (40 mmol 78%)
Barium, why did you not try Post 319296 (https://www.thevespiary.org/talk/index.php?topic=11776.msg31929600#msg31929600)
(Rhodium: "P2P oxime in quantitative yield", Novel Discourse)?