[FeLiXe]

Hi, I'd have another synthesis question (studying for an exam I have on wednesday):

I start out with Benzoic acid and end up with Phenyl-ethane-amin.

what I could think of is reducing the acid. and then a Grignard reaction with an Imin.

But I am pretty sure there is some other cool way to do that.

could someone help me? the name of the reaction would be cool, then I can look it up.

is there something like an acid-cyanide? Could I make the acid-chloride, have it react with cyanide and then reduce everything?

thanks

[java]

Tried to find your compound...Phenyl-ethane-amin.


C6H5-CH2-CH2-NH2...?, there are ,

Phenylethanolamine




N-Phenylethanolamine [122-98-5]
Synonyms: 2-Anilinoethanol; beta-Hydroxyethyl aniline; Ethanol, 2-(phenylamino)-; N-Phenylethanolamine; PEA; Phenylethanolamine;

So what is it look like ..

[FeLiXe]

it's that first substance you showed there:

C6H5-CH2-CH2-NH2

[cofi]

Could I make the acid-chloride, have it react with cyanide and then reduce everything?

yup IIRC

[java]

Start with phenylalanine and decarboxylate to get your compound...java

ProcedureDecarboxylation of phenylalanines to phenethylamines

Mix 10g phenylalanine isomer of your choice in 50ml cyclohexanol. Add about 0.1 to 0.3ml cyclohexanone. Amino acid will not dissolve in cyclohexanol until it is pretty hot. Bring mix up to about 140°C. Rapid and somewhat violent decarboxy-lation will start. The soln will bubble like beer (CO2 release) and slowly turn a light yellow. An interesting crackling noise is produced as temp gets up to reflux point (161°C) that sounds like popcorn popping. It is actually pretty startling when done on a larger scale! When CO2 emission comes to a halt after about half an hour cool mix and extract w/ dilute HCl. Basify HCl extract to isolate the pretty pure phenethylamine as a light yellow fishy smelling liquid. Yield unfortunately is variable - anywhere from 4-8g has been isolated from this rxn. I'm sure other high BP solvents will work fine, cyclohexanol happens to be what was at hand.

....as read

http://www.erowid.org/archive/rhodium/chemistry/decarboxpha.html