The PEA's and the FLEA's.

[neuromodulator]

Now available from Aldrich (from _ChemFiles_, Vol. 2, No. 2, "SMART BLOCS."):

5-carboxaldehyde-2-methoxy-pyridine @ 5g / 181.15 USD.
5-carboxaldehyde-indole @ 5g / 85.15 USD.
3-bromo-4-hydroxybenzaldehyde @ 5g / 16.70 USD.
4-hydroxy-3-methylbenzaldehyde @ 1g / 44.00 USD.
2-hydroxy-5-methoxybenzaldehyde @ 10g / 76.90 USD.
4-hydroxy-3-methoxybenzaldehyde @ 500g / 40.75 USD.
2-hydroxy-4-methoxybenzaldehyde @ 25g / 135.05 USD.
4-hydroxy-3-nitrobenzaldehyde @ 25g / 166.15 USD.
(****) 4-hydroxy-3,5-dimethylbenzaldehyde @ 5g / 81.05 USD.
(*****) 4-hydroxy-2,6-dimethoxybenzaldehyde @ 1g / 89.00 USD.
(***) 4-hydroxy-3,5-dimethoxybenzaldehyde @ 100g / 126.15 USD.
(***) 3-hydroxy-4-nitrobenzaldehyde @ 10g / 189.55 USD.
(***) 3-chloro-4-methoxybenzaldehyde @ 5g / 91.75 USD.
(****) 3-carboxaldehyde-indole @ 25g / 60.10 USD.

By now you should know what to do with them (even if Barium is the only one with access to them).

There's Only One jEp.

See you in the funnies!

P --> Q

DB111.

[Barium]

Aldrich are real bastards when it comes to charge the customers.
4-hydroxy-2,6-dimethoxybenzaldehyde @ 1g / 89.00 USD
That´s simply theft.

[Rhodium]

What do you suggest is the best route for synthesizing that compound? It is a very good starting point for TMA-6 analogs...

[neuromodulator]

Do you have any *idea* how hard it is to synthesize that compound? 

Signs point toward no.

And let's not forget about Miss DOT This Time, Either.

                       . . .

Una Nota:

A Benzene Ring Is Really A Large Atom, Not A Molecule.

[Barium]

I have no time to look it up properly but how about:

1,3-dimethoxybenzene --> nitration
1-nitro-3,5-dimethoxybenzene --> reduction with e.g. SnCl2 or Fe/HCl/H2O
1-amino-3,5-dimethoxybenzene --> diazotisation and reflux in water
1-hydroxy-3,5-dimethoxybenzene --> Reimer-Tiemann perhaps
2,6-dimethoxy-4-hydroxybenzaldehyde?

I have no clue how much of the wanted isomer would be produced in the last step since I imagine that 2,4-dimethoxy-6-hydroxybenzaldehyde would be the result as well.

Am I totally out in the blue here?  

[Osmium]

Your first step doesn't work.
I'm not fat just horizontally disproportionate.

[Dr_Heckyll]

How about this:

3,5-Dimethoxyphenol is commercially available, cost 25 g @ $ 58.70 (TCI).

1. Protect the OH of 3,5-dimethoxyphenol with suitable group to direct
   the Reimer-Tiemann to the 4-position

2. Do the Reimer-Tiemann.

3. Deprotect.


Happiness, health and wealth through chemistry...

[Rhodium]

What could you possibly protect with to effect that? A very very bulky ester?

[Dr_Heckyll]

>What could you possibly protect with to effect that? A very very bulky ester?

I see two possibilities: either steric hinderance as you suggest or making the phenolic OH as little phenolic as possible...or both. I'm not all that knowledgeable in theoretical chemistry, and there will be other bees better able to give well-founded advice. But what about a trifluoroacetic acid ester?


Happiness, health and wealth through chemistry...

[neuromodulator]

Like I said, there is no easy way to make 4-hydroxy-2,6-dimethoxybenzaldehyde. 

However, if you've read _Pihkal_ enough by now, then you will know that 2,4,6-trimethoxybenzaldehyde is synthetically accessible from 1,3,5-trihydroxybenzene, which is itself accessible from certain natural products.

Also, olivetol is easily methoxylated and formylated to 4-(n)-pentyl-2,6-dimethoxybenzaldehyde.

. . .

Happy 26th BD to James (you know who you are) today!

a to the k?
A to the mutherfuckin' Z.

"Dreamin' is free."--Blondie.

DOC Mayor.
SWEAT Superior Court Judge.

[Dr_Heckyll]

Olivetol is about as hard to buy as it is to make. It's heavily watched because it's the main precursor for synthetic cannabinoids.


Happiness, health and wealth through chemistry...

[neuromodulator]

The best things in life are hoarded, are they not?