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Synthesis of 25B-NBOME from benzaldehydes with nitromethane

WillD

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Step 1. 2,5-Dimethoxynitrostyrene.
HKZfyctaW8

1. 2,5-dimethoxybenzaldehyde 1000 g was dissolved in 5 liters IPA at 80 *C.
2. Nitromethane 735 g, acetic acid 200 ml and ethylene diamine (cyclohexylamine, butylamine) 37 ml were added in the stated order and the reaction were kept at 80°C with stirring for 3 h.
3. The mixture was then kept in a fridge overnight causing crystallization.
4. The solids were filtered and washed with cold IPA yielding as a crystalline yellow solid (600 g, 60%).


Step 2. 2,5-Dimethoxyphenylethylamine.
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1. Sodium borohydride (480 g) was suspended in 5 liters of IPA.
2. 2,5-Dimethoxynitrostyrene (600 g) added in small portions when stirring.
3. Decomposition of the excess borohydride.
4. Extraction and distilled.
5. 500 g yellow oil (propane).
6. Add 5 liters of IPA.
7. Add 8 mmol Zn.
8. Add 3.5 mmol HOAc.
9. 240 g base yellow oil.

Step 3. Halogenation.

3.1. Bromination var.
VJgOap85yu

1. 2,5-Dimethoxyphenylethylamine base added in the flask.
2. HBr 48% 1.1mmol added in the flask and stirring.
3. H2O2 1.1 mmol dropwise in the flask and stirring.
4. After added all H2O2 stirring 1,5 hours at room temperature.
5. Extraction with EtOAc and added acetone.
6. Acidify HBr 48% or HCl conc. at pH 6.
7. Put in freezer at 12 hours.
8. Filtrate and dry 4-bromo-2,5-Dimethoxyphenylethylamine hbr (hcl).


Step 4. NBOMe.
S7Gtgj81QA

1. To a suspension of the 2C-X hydrochloride (or hydrobromide) (1.0 mmol) and 2‐methoxybenzaldehyde (1.1 mmol) in EtOH (10 mL) was added Et3N (1.0 mmol) and the reaction was stirred until formation of the imine was complete according to (30 mins to 3 hrs).
2. NaBH4 (2.0 mmol) was added to the reaction which was stirred for another 30 minutes.
3. The reaction mixture was evaporated under reduced pressure and redissolved in EtOAc/H2O (30 mL, 1:1).
4. The organic layer was isolated and the aqueous layer was extracted with EtOAc (2 × 15 mL).
5. The combined organic extracts were dried (Na2SO4), filtered and evaporated under reduced pressure.
6. The purified free base was dissolved in EtOH (2 mL) and there was added ethanolic HCl (1M, 2 mL) and the solution was diluted with Et2O until crystals formed.
7. The crystals were collected by filtration and dried under reduced pressure. Yield: 88%
 
Last edited by a moderator:

fuqall

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Why would one want to ruin 2cb? Nbome was a marketing tool IMO
 

Sue

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Will 1.1mmol of HCl or HI work for the halogenation with good yields?
 

HerrHaber

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Step 1. 2,5-Dimethoxynitrostyrene.
View attachment 1447
1. 2,5-dimethoxybenzaldehyde 1000 g was dissolved in 5 liters IPA at 80 *C.
2. Nitromethane 735 g, acetic acid 200 ml and ethylene diamine (cyclohexylamine, butylamine) 37 ml were added in the stated order and the reaction were kept at 80°C with stirring for 3 h.
3. The mixture was then kept in a fridge overnight causing crystallization.
4. The solids were filtered and washed with cold IPA yielding as a crystalline yellow solid (600 g, 60%).


Step 2. 2,5-Dimethoxyphenylethylamine.
View attachment 1444

1. Sodium borohydride (480 g) was suspended in 5 liters of IPA.
2. 2,5-Dimethoxynitrostyrene (600 g) added in small portions when stirring.
3. Decomposition of the excess borohydride.
4. Extraction and distilled.
5. 500 g yellow oil (propane).
6. Add 5 liters of IPA.
7. Add 8 mmol Zn.
8. Add 3.5 mmol HOAc.
9. 240 g base yellow oil.

Step 3. Halogenation.

3.1. Bromination var.
View attachment 1445

1. 2,5-Dimethoxyphenylethylamine base added in the flask.
2. HBr 48% 1.1mmol added in the flask and stirring.
3. H2O2 1.1 mmol dropwise in the flask and stirring.
4. After added all H2O2 stirring 1,5 hours at room temperature.
5. Extraction with EtOAc and added acetone.
6. Acidify HBr 48% or HCl conc. at pH 6.
7. Put in freezer at 12 hours.
8. Filtrate and dry 4-bromo-2,5-Dimethoxyphenylethylamine hbr (hcl).


Step 4. NBOMe.
View attachment 1446

1. To a suspension of the 2C-X hydrochloride (or hydrobromide) (1.0 mmol) and 2‐methoxybenzaldehyde (1.1 mmol) in EtOH (10 mL) was added Et3N (1.0 mmol) and the reaction was stirred until formation of the imine was complete according to (30 mins to 3 hrs).
2. NaBH4 (2.0 mmol) was added to the reaction which was stirred for another 30 minutes.
3. The reaction mixture was evaporated under reduced pressure and redissolved in EtOAc/H2O (30 mL, 1:1).
4. The organic layer was isolated and the aqueous layer was extracted with EtOAc (2 × 15 mL).
5. The combined organic extracts were dried (Na2SO4), filtered and evaporated under reduced pressure.
6. The purified free base was dissolved in EtOH (2 mL) and there was added ethanolic HCl (1M, 2 mL) and the solution was diluted with Et2O until crystals formed.
7. The crystals were collected by filtration and dried under reduced pressure. Yield: 88%
William Dampiercan't wait to check an alternative procedure for the first step that is more promising yield wise and with simpler reagents
 

Sue

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Thinking using a nitropropene in place of the nitrostyrene would be nice...
 

Sue

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Guess i'm just talking to myself but seems it would be easier to reduce the nitrostyrene strait to the 2,5 MO-PEA with Zn & HCl...
 

WillD

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Guess i'm just talking to myself but seems it would be easier to reduce the nitrostyrene strait to the 2,5 MO-PEA with Zn & HCl...
SueNo, you cannot miss one step, having received an unsaturated substance or lose yield. Acetic acid with zinc in anhydrous conditions can work better. If only you do not take anhydrous HCl acid.
 

Rabidreject

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You arnt talking to yourself at all. This is very interesting article to me and one I’m gathering my supplies to try. I love the idea of having such a powerful psychedelic! I’d never be irresponsible with it and try to pass it of as acid - that’s what ruined these drugs in my opinion. It changed people’s outlook on the nbomes when people started dying because the press only want a salacious story!
I personally ALWAYS dosed them responsibly and found them to be good psychedelics! Also having 2cb in the first place would be lovely, let’s face it. I may have to buy 1/2kg of 2,5-dmo benzaldehyde. (Literally because I can’t find anyone I trust to sell me less than that!). There are so many diff things you can make with 2,5-dmo benzaldehyde though so even though there are more steps to the final product I’m after, than if I bought tryptamine, the fact is - there isn’t as much you can make with tryptamine that interests me as much as the phenethylamines - due to tollerence reasons, I prefer highly psychedelic phenethylamines, over tryptamines (in general - there are a few outliars tho).
Gotta love alibaba…
 

drslump

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someone has sucess on this?
im searching really hard for this compound
 

Rabidreject

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Not yet, but I’m collecting the relevant compounds. I’m going to just do a reduction of P2NP first to r-amphetamine.
Then, when I have a decent pump and a better non clogged Buchner. I want the pump for rxns as well though so I need it adjustable with a monitor and able to pull something like 600mmhg. I’m new to the whole vacuum thing so all the values are confusing.
I also don’t know if the cheaper pumps would be adjustable. I’m guessing not….
 
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