If you hydrogented an oxime of NH2OH/MDP2P, and the resulting oil had most of the properties of MDA freebase, but was not soluble in acidic water, then the reduction was not complete, than you have something like RNHOH instead of RNH2. How can I determine that? If it proves to be RNHOH, can I use NaBH4 to reduce it further?
Synthesys