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=SkyNET=
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[*] posted on 9-5-2006 at 11:55
Need help


How do I make this?



The closest thing I can think of is starting from diacetylmethylamine, but Im not sure what to do next.

[Edited on 9-5-2006 by =SkyNET=]
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[*] posted on 9-5-2006 at 12:24


You almost certainly don't make it. Gem diols, ie 2 OH groups on the same carbon, tend to dehydrate to give carbonyls.
Carbonyl compounds tend to condense into ugly polymers in the presence of bases. That amino group looks basic to me.
Why do you want it?
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[*] posted on 10-5-2006 at 08:42


Any way to prevent the carbonyl formation? Maybe using a protecting group?
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[*] posted on 10-5-2006 at 09:17


Why bother, as soon as you too the protecting groups off it would turn into tar?
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[*] posted on 10-5-2006 at 10:16


It would not (if the compound could exist, which it can not) turn to tar. It would turn to N,N-diformyl-methylamine and two mol equivalents of water.



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[*] posted on 10-5-2006 at 17:00


I did something very slightly similar, at least in the respect of having an amine and a carbonyl on the same compound. In my chemistry lab I made o-aminobenzaldehyde from o-nitrobenzaldehyde. The nitro group had to be reduced and the product quickly steam distilled, it's stable but decomposes over the course of a few days in a refrigerator.

You'd likely have to do something along the lines of a steam distillation and make the compound (i.e., have the alkyl groups on the nitrogen) then either oxidize or reduce the functional parts to make the desired compound then steam distill. There is a slight equilibrium between the aldehyde and the gem diol that exists so if you put it in water you will have a small amount of your desired compound however it will start to polymerize, how fast is something that I cannot tell you.




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[*] posted on 10-5-2006 at 17:01


Thanks.

[Edited on 11-5-2006 by =SkyNET=]
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