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Laboratory Tips Safety proceedures, test reagents, drilling rubber stoppers, bending glass tubes, etc. Contributed to by chemists.

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 #1 
Old 2008-08-02, 09:45
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Default 4-Bromophenethylamine to 2c-b?

If one could start out w/4-Bromophenethylamine, how would they go about getting it to 2,5-dimethoxy 4-Bromophenethylamine?

Whoever writes it well gets the source if you think I'm spoon feeding.
 #2 
Old 2008-08-03, 19:57
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Utah: Mountains, Mormons, Meth
Default Re: 4-Bromophenethylamine to 2c-b?

It's not easy. Seriously, don't try it with just 4-b-PEA, see what else your source has that's similar. Otherwise, if you'd really want to take this route you could try adding bromines to the 2,5 positions and then converting them to hydroxies. That step is (either of them), as I said, not easy (at least with your chemical knowledge):


A solution of 2.2 g 3-bromo-4,5-methylenedioxybenzylidine-N-cyclohexylamine (the above Schiff base) in 50 mL anhydrous Et2O was placed in a He atmosphere, stirred magnetically, and cooled with a dry ice/acetone bath. A white fine crystalline phase appeared. There was then added 5.2 mL 1.55 M butyllithium in hexane (the fine solids dissolved) followed by 4.0 mL of tributyl borate. After returning to room temperature, the reaction was quenched with 20 mL of saturated aqueous ammonium sulfate. The Et2O/hexane layer was separated, washed with additional ammonium sulfate solution, and then stripped of volatiles under vacuum. The residue was dissolved in 100 mL 50% MeOH, treated with 2 mL of 30% hydrogen peroxide and, after 15 min swirling, quenched with a solution of 10 g ammonium sulfate in 50 mL H2O. This aqueous phase (pH about 8) was extracted with 2x50 mL CH2Cl2, the extract pooled and stripped of solvent under vacuum, and the residue dissolved in warm, dilute HCl. After all the residue had dissolved (a few min heating was sufficient), the solution was cooled to room temperature and extracted with 2x50 mL CH2Cl2. These organics were pooled and extracted in turn with 2x50 mL 5% NaOH. Acidification of the pooled aqueous fractions with HCl, followed by extraction with 2x50 mL CH2Cl2 gave, after evaporation of the solvent, a residue that was distilled at 140-150 °C at 0.25 mm/Hg to give 3-hydroxy-4,5-methylenedioxybenzaldehyde. This was recrystallized from toluene (40 mL/g) to give 0.46 g of an off-white product with a mp of 134-134.5 °C. Anal. (C8H6O4) C,H.

A solution of 0.44 g 3-hydroxy-4,5-methylenedioxybenzaldehyde in 10 mL dry acetone was treated with 0.5 g methyl iodide and 0.5 g powdered anhydrous K2CO3, and was held at reflux for 6 h. All volatiles were stripped under vacuum, the residue dissolved in water, made strongly basic with NaOH, and extracted with 3x50 mL CH2Cl2. Removal of the solvent gave myristicinaldehyde (mp 133-134 °C) which, on recrystallization from hexane, gave a final yield of 0.42 g with a mp of 134-135 °C. Care must be taken with two sequential products that have identical mps. A mixed mp with the unmethylated phenol above is strong depressed, whereas that with an authentic sample is not.

The reason he starts with the cyclohexylamine is because it needs to protect the aldehyde (from oxidation, I assume). You probably won't need to do that so assume you start with your 2,4,5-tribromo PEA instead (brominating those positions from 4-B PEA won't be very easy, but I assume can be done). After you've made 2,4,5-hydroxy PEA (well, first you have to take out the step that removes the protector [the cyclohexamine], it's not necessary but preferred) then you can methylate it. BUT WAIT! You've just made your 4-bromo group into a hydroxy that won't cross the BBB (unless you want to make mescaline, which I'm sure you could get from easier sources)! So you're fucked unless you can convert just the 2 and 4 Bs to OHs, which isn't likely to happen (at least not without protectants and expensive chems).

Short answer: don't do it; it's difficult. If you had other shit attatched to the 2,5 positions it would be far easier, but almost all synths of 2c-x that I've seen start with methoxies or at the very least hydroxies already on the benzene.
 #3 
Old 2008-08-04, 12:43
Regular
 
Default Re: 4-Bromophenethylamine to 2c-b?

Whoever writes it well gets the source if you think I'm spoon feeding.

Why would someone who could do such a fucked-up runaround want such a poor starting material, when it's so much easier to start from, hell, benzene...?

Ah well.


If one could start out w/4-Bromophenethylamine, how would they go about getting it to 2,5-dimethoxy 4-Bromophenethylamine?

+ NaOH -> 4-OH-PEA + Ca(OCl)2 -> phenethylamin-4-one.

+ 2 (Br2) + AlBr3 -> 2,5-dibromophenethylamin-4-one.

+ NaOH -> 2,5-dihydroxyphenethylamin-4-one.

+ MeCl -> 2,5-dimethoxyphenethylamin-4-one. (good luck protecting your amine, and watch out for enol formation...)

+ ZnCl2 -> 2CH.
 #4 
Old 2008-08-04, 13:21
gigster gigster is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

Your search - 2,5-dibromophenethylamin-4-one - did not match any documents.

Your search - 2,5-dihydroxyphenethylamin-4-one - did not match any documents.

Your search - 2,5-dimethoxyphenethylamin-4-one - did not match any documents.

Your search - phenethylamin-4-one - did not match any documents.
 #5 
Old 2008-08-04, 20:15
Regular
 
Default Re: 4-Bromophenethylamine to 2c-b?

Quote:
Originally Posted by gigster
Your search - 2,5-dibromophenethylamin-4-one - did not match any documents.

Your search - 2,5-dihydroxyphenethylamin-4-one - did not match any documents.

Your search - 2,5-dimethoxyphenethylamin-4-one - did not match any documents.

Your search - phenethylamin-4-one - did not match any documents.


http://en.wikipedia.org/wiki/Ketone
 #6 
Old 2008-08-04, 20:52
stateofhack stateofhack is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

http://en.wikipedia.org/wiki/Ketone

oh joe.....low blow, low blow....
 #7 
Old 2008-08-04, 22:28
gigster gigster is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

http://en.wikipedia.org/wiki/Ketone

So ?????
 #8 
Old 2008-08-04, 23:52
Regular
 
Utah: Mountains, Mormons, Meth
Default Re: 4-Bromophenethylamine to 2c-b?

So ?????

Do you want us to fucking draw it for you?MadMad

Okay...

http://i34.tinypic.com/160ct3n.png

Next time learn naming systems first.
 #9 
Old 2008-08-05, 03:03
Regular
 
Madison
Default Re: 4-Bromophenethylamine to 2c-b?

Quote:
Originally Posted by gigster
Your search - 2,5-dibromophenethylamin-4-one - did not match any documents.

Your search - 2,5-dihydroxyphenethylamin-4-one - did not match any documents.

Your search - 2,5-dimethoxyphenethylamin-4-one - did not match any documents.

Your search - phenethylamin-4-one - did not match any documents.



*shakes head in disgust*
 #10 
Old 2008-08-07, 17:35
Regular
 
Default Re: 4-Bromophenethylamine to 2c-b?

haahaha, so I'm assuming no one wants the source?

K tell me other chems to look for regarding phenethylamine synthesis, if they are on their i will email the top two people if they still want it.
 #11 
Old 2008-08-07, 18:03
Regular
 
Default Re: 4-Bromophenethylamine to 2c-b?

K tell me other chems to look for regarding phenethylamine synthesis, if they are on their i will email the top two people if they still want it.

http://www.nmai.si.edu/images/collections/mothballs_001.jpg

http://www.foodieobsessed.com/wp-content/uploads/2007/07/vinegar1.jpg
 #12 
Old 2008-08-07, 19:46
stateofhack stateofhack is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

Quote:
Originally Posted by TheBlackPope
haahaha, so I'm assuming no one wants the source?

K tell me other chems to look for regarding phenethylamine synthesis, if they are on their i will email the top two people if they still want it.


GTFO, no one will make a cook book for you, learn some chem, seriously wtf?
 #13 
Old 2008-08-08, 08:49
fcknut fcknut is offline
Regular
 
Default Re: 4-Bromophenethylamine to 2c-b?

Quote:
Originally Posted by gigster
Your search - 2,5-dibromophenethylamin-4-one - did not match any documents.

Your search - 2,5-dihydroxyphenethylamin-4-one - did not match any documents.

Your search - 2,5-dimethoxyphenethylamin-4-one - did not match any documents.

Your search - phenethylamin-4-one - did not match any documents.




In fairness, these are not the correct chemical names by any stretch, but still...
 #14 
Old 2008-08-10, 09:16
DiamondX DiamondX is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

In fairness, these are not the correct chemical names by any stretch, but still...

Correct? Most likely. Common/IUPAC (http://en.wikipedia.org/wiki/International_Union_of_Pure_and_Applied_Chemistry_ nomenclature)? No.
 #15 
Old 2008-08-10, 14:03
fcknut fcknut is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

Correct? Most likely.

Nope.
 #16 
Old 2008-08-11, 15:59
Bazzle Bazzle is offline
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Default Re: 4-Bromophenethylamine to 2c-b?

The threads that start out so seriously make me laugh the hardest.
 
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