Sciencemadness Discussion Board

possible alternative synthesis of 2,5-dimethoxy-4benzaldehyde

isiahmajor - 17-1-2012 at 13:32


Hi to Everybody and a special hug to nicodem old master at the hive's,

i'm new here, i've a question : in your opinion does exist an alternative way less carcinogenic than the classic formylation with the famigerate dichloromethyl methyl ether of the benzene ,to obtain the target compound 2,5-dimethoxy-4-ethylbenzaldehyde?

i've used really carefully the UTFSE but with no results

thank's in advance to help me.

turd - 17-1-2012 at 14:50

I suppose the classic Vilsmeier–Haack is out of the question due to alleged difficulties in acquiring POCl3?

Possibly from 1,4-dimethoxy-2-ethyl benzene: https://www.sciencemadness.org/whisper/viewthread.php?tid=11...

If you somehow manage to get 3-ethyl-4-methoxy-phenol, this is very strongly recommended: https://www.sciencemadness.org/whisper/viewthread.php?tid=10...
I guess this should be quite regioselective?

Also maybe Grignard with DMF and bromobenzene?

Quote:
i've used really carefully the UTFSE

Ah - an employee of the department of redundancy department.

UnintentionalChaos - 17-1-2012 at 16:15

Quote: Originally posted by turd  

Quote:
i've used really carefully the UTFSE

Ah - an employee of the department of redundancy department.


He doesn't work for me! That man is an impostor!

We need to sticky instructions on how to use google to search the site. Just use site:sciencemadness.org as a search term and it will filter results to only those that come from this site.

Not that anyone would read it anyway. Such is the nature of forums, I suppose.

smuv - 17-1-2012 at 22:28

Dichloromethyl methyl ether is much less carcinogenic than chloromethyl methyl ether, really it's not too bad. Also I recommend using TiCl4 instead of SnCl4.