Main Index   Search   Register   Login   Who's Online   FAQ   Links
  1 Online, 0 Active   You are not logged in  
Main Index     The HIVE light edition (TM)
This is a historical archive
The forum is read-only. Private information has been removed. It is not possible to login.


Novel Discourse  

All 4 posts   Subject: OTC!!! (Butanamine)   Please login to post   Down

 
    Tengo
(Newbee)
01-07-04 00:20
No 480821
      OTC!!! (Butanamine)     

OTC that's the key... benzaldehyde can be condensed with acetone yielding benzalacetone and later epoxidized with (hopefully) percarbonate

The way to the epoxide is rather straightforward, but what after that???



That #2 carbon (from the phenyl) looks vulnerable doesn't it?

Flame me if you like to, but I'm truly hoping for some constructive criticism instead...

/Tengo
 
 
 
 
    ning
(acetaminophanatic)
01-11-04 03:34
No 481717
      pardon,     

ning would like to know what you plan to do with that epoxidized thing...how does it yield a butaneamine?

Catching a buzz @ the Hive
 
 
 
 
    Tengo
(Newbee)
01-11-04 11:38
No 481789
      That's the problem...     

That's the problem... I'm searching and searching the literature for ways to convert it... nitrosation, Wolf-Kishner, Clemmensen, hydrolysis, aminolysis and drawing mechanisms to find some other way... though without any luck...

This compound doesn't seem too popular in the publications i've read...

Perhaps the epoxidation step isn't necessary if a clemmensen (Zn, HCl) could reduce the carbonyl, leaving the double bond untouched. This could later be followed by nitrosation or epoxidation just like a propenylbenzene...
Bla bla bla... I'll post the mechanism instead...
 
 
 
 
    Tengo
(Newbee)
01-11-04 11:56
No 481790
      continuation...     

continuation...



Detailed mechanisms at Rhodiums site
 
 

All 4 posts   End of thread   Top
   

 https://the-hive.archive.erowid.org    the-hive@erowid.org
   
Powdered by XML V. 3.15 (development), (C) 2015, Too Many Secrets Technology

Links     Erowid     Rhodium

PIHKAL     TIHKAL     Total Synthesis II

Date: 11-24-24, Release: 1.6 (10-04-15), Links: static, unique