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Topic: leaving to methyl group...  (Read 6577 times)

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Offline ONUR GÜMÜŞ

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leaving to methyl group...
« on: December 21, 2010, 12:31:29 PM »
hi, ı want to leaving to methyl group in this structure. ı tried so much. but it didn't be. how can ı leave this group? thanks for your helps.

Offline discodermolide

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Re: leaving to methyl group...
« Reply #1 on: December 21, 2010, 01:10:24 PM »
hi, ı want to leaving to methyl group in this structure. ı tried so much. but it didn't be. how can ı leave this group? thanks for your helps.

which methyl groups, those on N or the acetamide methyl?
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Offline ÖZGÜR LAFCI

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Re: leaving to methyl group...
« Reply #2 on: December 21, 2010, 04:21:48 PM »
 :). it is methyl that connected with carbonyl group.

Offline orgstudy

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Re: leaving to methyl group...
« Reply #3 on: December 21, 2010, 04:24:52 PM »
You can use iodoform rxn to get

        O
        ll
- N - C -ONa
   l

is this what you are looking for?
Chemistry is a subject in which even the Professor can get confused at any time.

Offline ONUR GÜMÜŞ

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Re: leaving to methyl group...
« Reply #4 on: December 21, 2010, 04:29:53 PM »
ı am synthesing chalcone. but this methyl is not leaving.

Offline ONUR GÜMÜŞ

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Re: leaving to methyl group...
« Reply #5 on: December 21, 2010, 04:34:34 PM »
problem is be deriving from electron couple upon N.

Offline discodermolide

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Re: leaving to methyl group...
« Reply #6 on: December 22, 2010, 02:55:51 AM »
ı am synthesing chalcone. but this methyl is not leaving.

I'm still not sure what you want. In the structure you drew convert the amide to an acid, then make the azide and do a Curtius rearrangement, the methyl group should end up on the nitorgen.
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Offline ONUR GÜMÜŞ

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Re: leaving to methyl group...
« Reply #7 on: December 22, 2010, 02:37:10 PM »
 ok. what is the conditions for iodoform reaxion?.can you write. please.

Offline orgstudy

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Re: leaving to methyl group...
« Reply #8 on: December 22, 2010, 04:41:23 PM »
it just needs a group like     O        and base like NaOH or KOH and halogen(X2) ...
                                      ll
                             CH3 - C -

Check this: http://en.wikipedia.org/wiki/Haloform_reaction#Iodoform_test


But even i'm not getting what you want. chalcone ... you want to replace CH3 with phenyl???
Chemistry is a subject in which even the Professor can get confused at any time.

Offline ONUR GÜMÜŞ

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Re: leaving to methyl group...
« Reply #9 on: December 23, 2010, 05:37:19 AM »
I tried to base but it didn't..bases dosen't work. I didn't pluck a proton in methyl..

Offline AWK

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Re: leaving to methyl group...
« Reply #10 on: December 23, 2010, 06:27:23 AM »
Haloform reaction works only for methylketones, but not for amides or esters.
The only way to get desired result is to is to use formyl group instead.
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Offline ONUR GÜMÜŞ

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Re: leaving to methyl group...
« Reply #11 on: December 24, 2010, 06:21:00 AM »
formyl group also did not work...I think there is no way of pluck the methyl :(

Offline Hybrid

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Re: leaving to methyl group...
« Reply #12 on: December 24, 2010, 08:20:57 AM »
till now i don't understand what are u trying to do, chalcone of what ??
u want the CH3 to  be active or u want  a chalcone on amide C=O

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