[somethingtoxic]

I'm interested if a hydroxyl group has ever been replaced with the amino group in phenthylethylamine.

I actually came across this idea by miss-thinking that pera was the nomenclature for the side chain, and quickly realized pera always has to do with position functioning of phenyl groups, but my miss-thought wonders if there is a hydroxy substitution for the amino in PEA, and what it technically is called. I'm still working out IUPAC nomenclature (short-hand and long) so bear with me. (PEH?)

The chemical in question that brought me to this is in dietary supplements and is para-hydroxy-phenyl-ethanolamine , which I know skeletally what THAT is, but take the hydroxy off and the amino, and add the hydroxy to the phenyl amino side chain which is there anymore.

Is that actually something already? Because it bypasses MAOI-A/B, but I'm not sure of the reaction with NAT, or really anything at all in it biosynthesis.

If this is in the wrong subsection, I apologize, but some of you guys are incredibly helpful in teaching me as I read the OCEM books. (I don't have a Merck Index yet, they're expensive)

[Doc Oc]

I don't know if anyone's done it or what the biological properties of it are, but it seems that you could make some fairly easily using phenol and the proper alkyl halide through a Williamson ether synthesis.

[somethingtoxic]

I was thinking more of a Sandmeyer of this to start, but I actually want to just get this chemicals name really.

[Doc Oc]

Oops!  Sorry, totally missed that.

Well if I have your structure correct (and I might not), then I think it's called 2-phenoxyethanol and can be purchased from some well known companies like Acros and Sigma-Aldrich.