phenylephrine reduction Wakefield ..need help.

amenselah · Thu Sep 22, 2005 7:53 pm

SWIM was in contact with an MIT chemist and this what he told him...

the fucking attachment got lost..

"Cooker" <amense...@hush.com> wrote:

> phenylephrine...comes to mind..

> ? this molecule is very similar to the ephe. molecule...it has to
be a
> way to make it work,,>)

Oh, well, if phenyephrine is your only concern, then you need not be
at all concerned. I thought that it might be something else, I would
very much appreciate soneone citing the academic references so that I
might put this issue to bed and releive myself.

If you take a look at the phenylephrine molecule, you will see that
it is a benzene ring with two substituents, a hydroxy group and a
methyl amino alcohol group meta to one another.

What applies here are the rules of electrophilic aramotic
substitution. Now, the hydroxy group (the OH on the benzene) is ortho
para directing and activating and it is the most important; what you
have here is a substituted phenol, and phenols are highly activated.
The methylaminoalcohol group is also ortho para directing and
activating, but is not controlling because its benzylic alcohol is
very reactive itself. If one reacts this molecule with the typical
HI/RP reaction conditions, Iodation will occur at two places on the
benzene ring and on the alcohol group of the methylamino as follows:

On the benzene, iodation will occur ortho and para to the phenol,
but not between the hydroxy and the amino alcohol because of steric
hinderence, so taking a benzene ring with the methyl amino alcohol as
carbon position number 1 and counting to the right around the ring,
carbon 2 is empty, carbon 3 has the OH, carbon 4 has an I, carbon 5
is empty, carbon 6 has an I, and the methylamino has an I in place of
its OH. So, for phenylephrine, three times as much iodine is needed
for the reaction as normal.

Now, when the reaction goes to completion one has a di-iodo hydroxy
methedrine. THIS IS NOT A PROBLEM AT ALL. Hydroxy amphetamine
and hydroxy methedrine are both very powerful stimulents and
quite pleasurable. In fact they are so good that I would defy you to
tell it from the non hydroxy form.

But, to get hydroxy methedrine, one must remove the two Iodo
groups from the benzene ring, which, fortunatley, is very easy to do,
but it requires an additional step.

Accordingly, please find enclosed as an attachment the detailed
instructions for the Wakefield isopropyl alcohol magnesium reduction.
This most elegant, facile, and very useful reduction will remopve the
iodine from your benzene ring giving you the very potent
hydroxymethamphetamine. It is very easy to do with the following
chnages: Use only 99% iso alcohol, available at Long's, and dry it
first with magnesium sulfate. Use only the alcohol as your reaction
medium, the other solvernt mentioned are unnecessary. Get your
magnesium at the drug store or hardware store sold as fire starter in
the sporting goods section. Use a hachsaw and cut very thin slices
while held in a vice and catch ALL of the magnesium dust during
cutting, this is your source of alot of powdered magnesium for your
reaction, you can use the slices too, but they react much slower.
Reflux for 6 hours instead of 1 hour, then do a normal workup. Good
luck

amenselah · Thu Sep 22, 2005 11:43 pm

SWIM will give bees with an idea up to 5grams of pure phenylephrine.hcl to do research....

amenselah@hush.com

if this is out of line delete...

java · Consumer

Not much on ideas until I see the schematic of the reaction but here is something about the compound as it was discussed at the WD not long ago........java

http://rapidshare.de/files/5407690/phenylephrine_from_WD_forum.pdf.html

amenselah · Fri Sep 23, 2005 12:47 am

java are u same java of the hive?...
if u are him..I still remember ur first post at the hive..it was about ---- and one crazy guy flame u..

amenselah · Fri Sep 23, 2005 1:03 am

I don't have the complete synthesis..

PE 1g /RP .5g /I2 3g ..need 3 times as much I2 as PE -> di-iodo hydroxy
methedrine.

the complete details of the wakefield were in the attachment file which I lost ..suck!!!

need to remove the 2 iodine groups from the benzene...I'm hitting the books and doing some research..

amenselah · Fri Sep 23, 2005 1:16 am

Thanks to the guidance of an elder bee....SWIM now has the complete synthesis..

bee back with the results...

joe_aldehyde · huxleys associate

send me the complete synth, too!

loki · guinea pig

there is seriously no way for it to be converted

http://chemfinder.cambridgesoft.com/ChemIndex/ChemIndex/ChemIndex_action.asp?formgroup=base_form_group&dbname=ChemIndex&dataaction=Get_structure&Table=MolTable&Field=MOL_ID&DisplayType=sizedgif&width=225&height=200&StrucID=71301

look at it... IT'S FUCKING PHENETHYLAMINE... as in, there is no alpha methyl. even if you get that OH off the benzene ring (unlikely) there is no alpha methyl. if you want phenethylamine just throw some phenylalanine into some cyclohexanone and cook it at about 150 for an hour... but it's not gonna do you any good.

joe_aldehyde · huxleys associate

yea o shit we been overlooking the missing alpha methyl Sad

i wouldn't have touched that shit anyways. total synthesis is waaaay more interesting Smile

amenselah · Fri Sep 23, 2005 6:12 pm

a few questions left unswared....
shit

joe_aldehyde · huxleys associate

anyways it's not gonna by active. at ALL Wink

amenselah · Fri Sep 23, 2005 6:22 pm

i agree...well it was fun while it lasted...lol...thanks for all ur help Joe...

joe_aldehyde · huxleys associate

you're welcome. at least, nobody ever had to say UTFSE Wink