Author Topic: Reduction of phenyl-2-nitropropen  (Read 2081 times)

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malvaxman

  • Guest
Reduction of phenyl-2-nitropropen
« on: March 06, 2002, 03:58:00 AM »
To make this shit seems much more easy than to make an amine
out of it.
How many diffrent ways are there for someone that does not have NaBH4?
Yes I have UTFSE and I have found some methods..

1.zink/amalgam
2. palladium on carbon
3. electrolytic reduction
(does anyone know how high the yeld should be fo this?)

Maybee there are some genius here that know more?

:P

foxy2

  • Guest
Re: Reduction of phenyl-2-nitropropen
« Reply #1 on: March 06, 2002, 05:38:00 AM »
Na/Hg
Nitrostyrene reduced to amphetamine
G.A. Alles, Salts of 1-phenyl-2-aminopropane.

Patent US1879003

Sept. 1932. C.A. 27: 373 (1933).

LiAlH4
Nitrostyrene reduced to amphetamine
R.T. Gilsdorf and F.F. Nord, Reverse addition of lithium aluminum hydride to nitroolefins.
J. Am. Chem. Soc., 74 (1952) 1837-1843.

Post 443723

(GC_MS: "Reverse Addition of LAH to Nitroölefins - A", Novel Discourse)


Raney Nickel (Ni-Al)
Nitrostyrene reduced to amphetamine
J.B. Tindall, Reduction of nitro olefins.

Patent US2636901

Apr. 28, 1953. C.A. 48: 2771f (1954).
Nitrostyrene reduced to amphetamine
G. Stochdorph and O. Schickh, Saturated amines.

Patent DE848197

, Sept. 1, 1952. C.A. 47: 5438b (1953).

Urushibara Ni

https://www.thevespiary.org/rhodium/Rhodium/chemistry/amph.urushibara.txt



Red-Al

https://www.thevespiary.org/rhodium/Rhodium/chemistry/red-al.html



Al/Hg

https://www.thevespiary.org/rhodium/Rhodium/chemistry/znhg.alhg.reductions.txt



diisobutylaluminum hydride (DIBAH)- should work

https://www.thevespiary.org/rhodium/Rhodium/chemistry/phenethylamines.dibah.html



ZnBH4

https://www.thevespiary.org/rhodium/Rhodium/archive/zinc.borohydride.pdf



Nickel Boride/N2H2

https://www.thevespiary.org/rhodium/Rhodium/chemistry/it-290.html



Platinum on Carbon

Bacteria
Reduction of nitroolefin using microorganisms.
Chemical and Pharmaceutical Bulletin 38(12), 3449-51 (1990)

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Rhodium

  • Guest
Re: Reduction of phenyl-2-nitropropen
« Reply #2 on: March 06, 2002, 12:25:00 PM »
I like the name of the author of the LAH article - F.Nord - very Illuminati-inspired.