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I Like Dots
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What would reduce an Amine, but not a Ketone? Sodium triacetoxyborohydride? Sodium cyanoborohydride?
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solo
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.....reduce an amine to what?...solo
It's better to die on your feet, than live on your knees....Emiliano Zapata.
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I Like Dots
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I am not sure if "reduce" was the correct terminology, but I was meaning add an alkyl group to form a secondary or tertiary amine. a nucleophilic
aliphatic substitution may be what im trying to say.
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solo
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....then look for methylation of amines to secondary or tertiary whichever you are seeking on google.....or here on the search function ....solo
It's better to die on your feet, than live on your knees....Emiliano Zapata.
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turd
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Then you want to reduce an imine or an enamine intermediate.
And yes, sodium cyanoborohydride is the classical reagent for this and the reason why it is for example used in the MDA synthesis:
https://www.erowid.org/library/books_online/pihkal/pihkal100...
Trialkoxyborohydrides are the more modern versions.
But since you know these reagents and this is even detailed on their wikipedia page and there are reviews freely available on the net - why do you
even ask?
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I Like Dots
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Im getting to that 
Znoble is trying to decarboxylate and alkylation using a one-pot approach. From what i've been reading decarboxylating in Acetophenone seems good due to its high boiling point and high conversion rate. But the high boiling point plus the fact it wont form a bisulfite
addition makes purifying your amino acid hard.
Unless you could just drop in some sodium cyanoborohydride, and MeOH and call it a day.
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Nicodem
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Quote: Originally posted by I Like Dots  | But the high boiling point plus the fact it wont form a bisulfite addition makes purifying your amino acid hard.
Unless you could just drop in some sodium cyanoborohydride, and MeOH and call it a day. |
Please have the decency to at least read some basic level chemistry textbook before you clutter threads with nonsense. Or better yet, have the dignity
of not posting on topics you don't have the slightest clue. Don't threat this forum as a trash bin.
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I Like Dots
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Oh, sorry. I was thinking of something I read, but I had the info wrong.
Anyway, I don't like how you make all these assumptions about me. I am interested, and I do try.
Don't you think that was a little harsh?
Anyway, I read http://www.sciencemadness.org/talk/viewthread.php?tid=23682 and wondered if you could use acetophenone instead of THF. But no, that's wrong
because the formalin is not miscible with it.
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zed
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Dialkylated amino-acids CAN be decarboxylated. But, perhaps not by the means with which we are most familiar.
As I recall, the gas-gangrene bacteria can perform this little wonder easily. Though I may be recalling incorrectly.
Might try heating up such an amino-acid, under vacuum, just to see what happens. Since there are no hydrogens available on the amino function,
amides cannot be formed. So, dialkylation should also prevent polymerization.
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solo
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| Quote: Originally posted by zed | Dialkylated amino-acids CAN be decarboxylated. But, perhaps not by the means with which we are most familiar.
As I recall, the gas-gangrene bacteria can perform this little wonder easily. Though I may be recalling incorrectly.
Might try heating up such an amino-acid, under vacuum, just to see what happens. Since there are no hydrogens available on the amino function,
amides cannot be formed. So, dialkylation should also prevent polymerization. |
......good idea I might just give it a shot, ....solo
It's better to die on your feet, than live on your knees....Emiliano Zapata.
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