-
acontreras
-
topic author
-
Out of line
-
Browser Started
-
-
Posts: 2
-
Thanks received: 0
-
-
|
Hello,
what a problem, how do I synthesize ethylamine starting from acetylene as the only carbon source, try to convert it to ethanal and then to amide for its reduction and get the amine, but I have propylamine left...???
What can you advise me?
|
Please Login or Create Account to join the conversation.
|
-
oxk2009
-
-
Out of line
-
Browser Started
-
-
Posts: 4
-
Thanks received: 0
-
-
|
Man, it seems clear that there is no interest in a carbonyl group from what you say, then you can't load it, just add + carbons and that doesn't matter.
A simple idea, perhaps would be the reduction of acetylene to ethylene with H2/Lindlar's catalyst, then brominate the alkene with HBr and finally add NH3 (SN2 nucleophilic substitution).
Let's see if it works for you
|
Please Login or Create Account to join the conversation.
|
-
acontreras
-
topic author
-
Out of line
-
Browser Started
-
-
Posts: 2
-
Thanks received: 0
-
-
|
Thank you, I did not take this reaction into account due to chemoselectivity, in this I do not have such a high efficiency due to the competition of ammonia or the primary amine, to continue substituting secondary and tertiary amines.
I see the reductive amination of ethanal as very possible.
|
Please Login or Create Account to join the conversation.
|
-
German Fernandez
-
-
Out of line
-
Administrator
-
-
Messages: 2709
-
Thanks received: 659
-
-
|
Reductive amination is the proper method to obtain amines from aldehydes and ketones.
The reaction between haloalkanes and ammonia is not a good method, it produces a mixture of primary, secondary, tertiary amines and ammonium salts.
Greetings to all
|
Please Login or Create Account to join the conversation.
|
-
Hergro
-
-
Out of line
-
Moderator
-
-
messages: 132
-
Thanks received: 1
-
-
|
You can do the reaction that oxk told you but instead of ammonia use sodium azide and then reduce it! obtaining the primary amine Greetings, I just flew, I was in some trouble...
|
Please Login or Create Account to join the conversation.
|
-
oxk2009
-
-
Out of line
-
Browser Started
-
-
Posts: 4
-
Thanks received: 0
-
-
|
Following the initial reasoning of acontreras, you arrived at acetamide which, by conventional reduction, becomes propylamine. I have been reviewing the subject of amines, with which I have come across Hoffmann's reaction that seems to be perfect; Treating the acetamide with Br2 in a basic aqueous medium, ethylamine + CO2 would be formed, so we can remove the carbonyl group. The mechanism of the reaction is complex.
|
Please Login or Create Account to join the conversation.
|
Page load time: 0.261 seconds