|alanine and Akabori???||Bookmark|
From this extract, SWIM isn't so sure that PPA can be made by heating bezh with alanine.....
The Akabori reaction (I) (C.A. 41, 3774g) on BzH and dl-MeCH(NHMe)CO2H (II) with and without pyridine and removal of the unreacted BzH by steam distn. gave dl-ephedrine and dl-y-ephedrine. Similarly, direct heating of piperonal and II gave 2 dl-1-(3,4-methylenedioxyphenyl)-2-methyl
What the heck is PhCH(OH)CHPhNH2 anyway? 1,2 biphenyl, ethanolamine? Or--- is this a mistake? And what is Ach?
Is there any evidence that the Akabori reactin will work with (non-N-methylated) alanine??
Aside--- N-methyl alanine could be made from 2-Br-propionic acid by the SN2 displacement by methylamine. The 2-bromopropionic acid is made easily from alanine (SWIM knows this one for sure). Whew.. This is getting to be a lot of work..
|Re: alanine and Akabori???||Bookmark|
I think it may bee benzoin with an amine in place of the ketone. Or kinf of like and ephedrine molecule where the last carbon on the propyl chain is replaced with an aromatic ring(no N-methyl either)
Here is benzoin
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