01-06-04 16:20
No 480821
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
(acetaminophanatic)
01-10-04 19:34
No 481717
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
(Newbee)
01-11-04 03:38
No 481789
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...
(Newbee)
01-11-04 03:56
No 481790
continuation...
Detailed mechanisms at Rhodiums site