What about NaCl/CuSO4? I believe someone at hyperlab had a success with that.

not sure about reductive amination, but for 2,5-DMNS it was succesfully done here
https://www.hyperlab.info/inv/index.php?act=ST&f=17&t=29894  . As for reductive amination, it may possibly work and possibly not. Nitrostyrenes are known to be for some reason easier reduced then other compounds, for example they are reduced by Zn/HCl, but corresponding nitropropenes are not. So this method of reduction may possibly either work only on nitrostyrenes, but still some possibility that it should work on reductive amination is present. Maybe it is possible to estimate this by reduction of acetone and dissapearing of its smell(with large excess of foil)? Or reduction of imine takes place much easier, then corbonyl group reduction?

sorry, now it is opening (if not, use copy/paste)

Seems to be a lot of stuff.. anybody want to open a thread?

Is there a way to mercury chloride from the elements?
Heating both in a sealed vessel maybe?

Just make the iodide instead.

Quote from: Happyman on February 01, 2011, 04:19:33 AM

Does anyone have a example run through of olivetol in a HPLC?

What kind of column, flow rate and solvent do you want?

C18 column. I hear it is the most common. Everything else can be set, hopefully.

Wanted to reproduce the results, with synthesized olivetol.

does anyone know what heptane would do in an al/hg?

nitroethane was azeotropically distilled with heptane exactly per US Patent # 3480517 to isolate it from 2-nitropropane.  the bottom nitro layer in the distilling flask was tapped off and used in an al/hg, much to the experimenter's surprise the al/hg began to smoke upon addition of the nitroethane.  he's seen this happen before from letting the sludge get too dry but this time there was plenty of MeOH, regardless of this he added liberal amounts of MeOH just in case.  it continued to smoke as addition was continued.  the MeOH never refluxed like it should from a nitro al/hg, only a mild reflux was obtained.  he worked it up anyway.  upon basifying the reaction he smelled the ethylamine so the reduction was successful at least to some extent.  he checked the density of the azeotropically distilled nitroethane, something he should've done before using it, and it's density was approximately 0.94g/ml.  this means it was approximately 70% nitroethane and 30% heptane, that's a lot of solubility.  lesson learned, check the density before using.... regardless of what the patent claims.

so he worked up the salts and will do a marquis test + mp test on it to help determine if it is what it should be.  but his question is if anyone can balance an equation of heptane being in the al/hg, how it would effect the reaction on paper?  if it were an acidic zinc amalgam i'd worry about the carbonyl group of the ketone reacting with the heptane via the Clemmensen reduction but this was a typical nitro al/hg so it would've been neutral to slightly basic and no HCl so i wonder if the heptane would've been inert aside from decomposing or whatever it was doing to have produced the white smoke.

yeah the white smoke and the fact that the MeOH never frothed and refluxed at a rate where it was pouring down the condenser as it normally does.  it was refluxing at 1-2 drops per second at the peak.  the heptane used was distilled azeotropically with nitroethane but it was tech grade to start with.  i've seen the al/hg smoke in the same exact way twice before and both times were a very long time ago.  both times were because the amalgam got too dry, once there wasn't enough MeOH to cover all the al foil and it smoked when it first started to amalgamate, the second time was in the middle of the peak of an al/hg and no MeOH was added to the amalgam to make up for the MeOH that was in the process of being refluxed and the MeOH was lost so in other words both times were from the sludge getting too dry.  perhaps the heptane coated some of the al foil causing it to smoke, i really can't explain how or why but i can say it was the same exact type of smoke i recall seeing when the al sludge gets too dry and is still reacting, there was a large excess of MeOH b/c that was the reflex to seeing white smoke was "better add more MeOH to keep it wet", very strange.  i'm glad to hear it's inert in this circumstance at least.  a marquis test and mp test will still be done on the salt that was yielded to be on the safe side.

I seem to remember it not being very soluble in cold water and a bit waxy compared to mdma, anyone else notice the same?

I also remember my bioassay lacked the magic of mdma, and gave an unpleasant nausea feeling for about 5-10 minutes, so I'm interested to see what others opinions will be.

I seem to remember it not being very soluble in cold water and a bit waxy compared to mdma, anyone else notice the same?

I also remember my bioassay lacked the magic of mdma, and gave an unpleasant nausea feeling for about 5-10 minutes, so I'm interested to see what others opinions will be.

yeah you're right mdea hcl is not very soluble in cold water, not nearly as soluble as mdma hcl is.  it doesn't look all that waxy to me though.  it was titrated along with some mdma and both were right next to each other, visually they were indistinguishable from one another.  but the mdea hcl crystallized much easier and much faster.  it crystallized as easily and fast as mda does.

i tested a small sample of mdea next to a small sample of mdma with the marquis test and both reacted identically, straight to black (with a purplish hue in the right light) and bubbling/fizzing.  a small sample of mdea hcl and mdma hcl was put on a pan and set in the oven for a crude mp test.  the mdma hcl melted first at around 135C (it was a hydrate salt so the depressed mp verified this), mdea hcl melted a few seconds before the oven reached 204C so that puts it right on point for its 200C melting point per literature.  bio-assay positive.