Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: possible alternative synthesis of 2,5-dimethoxy-4benzaldehyde
isiahmajor
Harmless
*




Posts: 6
Registered: 16-1-2012
Member Is Offline

Mood: No Mood

[*] posted on 17-1-2012 at 13:32
possible alternative synthesis of 2,5-dimethoxy-4benzaldehyde



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.
View user's profile View All Posts By User
turd
National Hazard
****




Posts: 800
Registered: 5-3-2006
Member Is Offline

Mood: No Mood

[*] posted on 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.
View user's profile View All Posts By User
UnintentionalChaos
International Hazard
*****




Posts: 1454
Registered: 9-12-2006
Location: Mars
Member Is Offline

Mood: Nucleophilic

[*] posted on 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.




Department of Redundancy Department - Now with paperwork!

'In organic synthesis, we call decomposition products "crap", however this is not a IUPAC approved nomenclature.' -Nicodem
View user's profile View All Posts By User
smuv
National Hazard
****




Posts: 842
Registered: 2-5-2007
Member Is Offline

Mood: Jingoistic

[*] posted on 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.



"Titanium tetrachloride…You sly temptress." --Walter Bishop
View user's profile View All Posts By User

  Go To Top