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jory
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Joined: 22 Apr 2005 |
Posts: 20 |
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661.50 Points
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brain
Linguist Extraordinaire
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Joined: 08 Mar 2005 |
Posts: 143 |
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2405.16 Points
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Tue May 10, 2005 12:47 pm |
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its wery nice !!
-did you dry your ether? ower Na-metal destillation? or did uoy use boughted ethyl ether?? ![Smile](images/smiles/icon_smile.gif) |
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jory
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Joined: 22 Apr 2005 |
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Re: re: illustrated history of my indol-3-yl N,N-diethylglyo
Tue May 10, 2005 1:19 pm |
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brain wrote: |
its wery nice !!
-did you dry your ether? ower Na-metal destillation? or did uoy use boughted ethyl ether??
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drying only over anhydrous CaCl2 (24hours). next ether was tested with Na(metal) - sodium wont dissolve. |
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brain
Linguist Extraordinaire
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2405.16 Points
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Tue May 10, 2005 9:50 pm |
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what you will do next with that? LAH ? |
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jory
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Joined: 22 Apr 2005 |
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661.50 Points
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Re: re: illustrated history of my indol-3-yl N,N-diethylglyo
Tue May 10, 2005 11:31 pm |
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brain wrote: |
what you will do next with that? LAH ?
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no, its illegal! ![Wink](images/smiles/icon_wink.gif) |
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brain
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jory
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Joined: 22 Apr 2005 |
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IndoleAmine
Dreamreader Deluxe
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Joined: 09 Feb 2005 |
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Location: Bahamas |
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: illustrated history of my indol-3-yl N,N-diethylglyoxylami
Wed May 11, 2005 6:50 pm |
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Water = boom, make sure to use LAH on good weather days only, also dry your solvent thoroughly (silica gel or molecular sieves work very well IME)..
Inert atmosphere isn't needed, a drying tube can be advantageous.. |
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jory
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Joined: 22 Apr 2005 |
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661.50 Points
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Re: : illustrated history of my indol-3-yl N,N-diethylglyoxy
Wed May 11, 2005 9:19 pm |
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IndoleAmine wrote: |
Water = boom, make sure to use LAH on good weather days only, also dry your solvent thoroughly (silica gel or molecular sieves work very well IME)..
Inert atmosphere isn't needed, a drying tube can be advantageous..
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yes. swim try to add some drops of water to 0,5mg LAH = boom, very cool boom
swim always try checking how dry is ether by sodium metal - if not dissolve -all is ok. swim use drying tube with cacl2. |
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mk-1
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Joined: 20 Feb 2005 |
Posts: 86 |
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2841.38 Points
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Wed May 18, 2005 3:25 am |
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Anyone knows if indol-3-yl N,N-dialkylglyoxylamide can be reduced with other reducing agents then LAH? swim dont like working with LAH |
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brain
Linguist Extraordinaire
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Joined: 08 Mar 2005 |
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Wed May 18, 2005 5:19 pm |
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i dont like working with alh-to but i dont thin Al/Hg will be good here, mabey nabh4? i dont think it will be good to? ![Smile](images/smiles/icon_smile.gif) |
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mk-1
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Joined: 20 Feb 2005 |
Posts: 86 |
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2841.38 Points
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Wed May 18, 2005 5:53 pm |
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Well, since NaBH4 is a non selective reducer (meaning it is the opposite from an oxidizer), i think it might to the trick, but probably molar excess would be neede, if possible. Maybe anothr borohydride of a different metal, whos free ion has more then +1 charge, ie Zinc borohydride, Calcium borohydride.
I will dig more.
Seems like amides can be reduced to amines with NaBH4 see
Some Observations on the Preparation of Amides and their Reduction to Amines in Ionic Liquids.
Lampariello, Lucia R.1; Peruzzi, Daniela 1; Sega, Alessandro 1; Taddei, Maurizio 1
Letters in Organic Chemistry, May 2005, vol. 2, no. 3, pp. 265-270(6)
Bentham Science Publishers
I will search for more info
[/url] |
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mk-1
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Joined: 20 Feb 2005 |
Posts: 86 |
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2841.38 Points
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Wed May 18, 2005 6:37 pm |
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Also, maybe it is possible to use the reducing agent NaBH4 or LiBH4 in the presence of Chlorotrimethylsilane as in the reducing procedure outlined in Angew. Chem. Int. Ed. Engl. Vol 28, No. 2, 218-220 (1989) (also visible in rhodium mirror)
And one last note for today, probably red-al would be as good as LAH. not 100% sure though. experimentation is needed...
Last edited by mk-1 on Wed May 18, 2005 7:01 pm; edited 1 time in total |
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re: illustrated history of my indol-3-yl N,N-diethylglyoxyla
Wed May 18, 2005 6:52 pm |
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Boranetetrahydrofuran-complex will reduce amides to amines.
See http://www.basf.com/inorganics/pdfs/bulletins/BTHF.pdf
Would be real nice to have som first hand experiences with DMT and this reducing agent. Looks promising. |
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