i would like to ask....
As Hoffman's degradation and iodoform test requires the same condition, NaOH and Br2
If an aliphatic compound has both A-CH3 and amide group, will the reaction occurs at the same time?
eg: CH3CHOHCH2CONH2 ---(NaOH, Br2) ----> -OOCCH2NH2
also, is there any problem on the following conversion?
actually i don't know whether this synthesis is possible
and the problem for me to this reaction is...
will the amine and ketone react automatically to form a ring structure...?
原帖由 bearwing 於 13-6-2008 05:32 PM 發表
actually i don't know whether this synthesis is possible
and the problem for me to this reaction is...
will the amine and ketone react automatically to form a ring structure...?
I believe these kind of questions should not appear in the so-called New Way textbook.
I think, it's from CC Lee or your notes.
Umm, in the past syllabus , I remember this kind of 'condensation' does exist...
but I believe some step should be taken ..
wiki is a good reference for AL students, haha
http://en.wikipedia.org/wiki/Ketone
NH2X acts as a nucleophile to attack the carbonyl carbon.
In almost all cases the nitrogen atom is bonded to an atom or a group capable of stabilisation by resonance, like NH2OH, NH2-NHPh.
A counterexample is that NH3 does not form a stable condensation product with carbonyl compounds.
So I believe the final step is not quite spontaneous.
but there is reaction for primary, secondary and tertiary amines bor..
and I think what we need to consider is the shape of structure
can we twist the C(O)R-NH2 to attack the carbonyl carbon for elimination, that's the question..
發表於 12-6-2008 22:15:26
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