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The Hive => Chemistry Discourse => Topic started by: malvaxman on March 06, 2002, 03:58:00 AM

Title: Reduction of phenyl-2-nitropropen
Post by: malvaxman 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
Title: Re: Reduction of phenyl-2-nitropropen
Post by: foxy2 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 (http://l2.espacenet.com/dips/viewer?PN=US1879003&CY=gb&LG=en&DB=EPD)

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 (https://www.thevespiary.org/talk/index.php?topic=11742.msg44372300#msg44372300)

(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 (http://l2.espacenet.com/dips/viewer?PN=US2636901&CY=gb&LG=en&DB=EPD)

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

Patent DE848197 (http://l2.espacenet.com/dips/viewer?PN=DE848197&CY=gb&LG=en&DB=EPD)

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

Urushibara Ni

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



Red-Al

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



Al/Hg

https://www.thevespiary.org/rhodium/Rhodium/chemistry/znhg.alhg.reductions.txt (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 (https://www.thevespiary.org/rhodium/Rhodium/chemistry/phenethylamines.dibah.html)



ZnBH4

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



Nickel Boride/N2H2

https://www.thevespiary.org/rhodium/Rhodium/chemistry/it-290.html (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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Title: Re: Reduction of phenyl-2-nitropropen
Post by: Rhodium on March 06, 2002, 12:25:00 PM
I like the name of the author of the LAH article - F.Nord - very Illuminati-inspired.