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RebeccaOlson
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Bouveault–Blanc reduction
Look what I found!
Would that work?
1. Fischer esterification
2. Bouveault-Blanc reduction
3. Collins oxidation
4. Clemmensen reduction
5. Ethyl iodide
[Edited on 21-3-2017 by RebeccaOlson]
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Texium
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Yep, that looks like it would work. Although JJay's proposed route also likely works, you'd probably get a funny look from your professor for it being
as it's rather unconventional by academic standards. Better to go with the Bouveault–Blanc route that you propose.
And no, Wolff-Kishner reduction doesn't work on esters.
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CuReUS
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Quote: Originally posted by RebeccaOlson  |
Would that work?
1. Fischer esterification
2. Bouveault-Blanc reduction
3. Collins oxidation
4. Clemmensen reduction
5. Ethyl iodide
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why do you want to do a 5 step reaction(3rd and 5th step problematic,4th step might cause 2 molecules of amino acetaldehyde to react with each other
to give piperazine) when you can get the target compound in 2 steps(possibly 1) ?
[Edited on 22-3-2017 by CuReUS]
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RebeccaOlson
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Thank you so much zts16! Gosh I feel so bad asking you guys so many questions... But I like being bad  1 step from glycine to triethylamine? Whaaat??
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CuReUS
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http://www.sciencemadness.org/talk/viewthread.php?tid=73046#...
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