Author Topic: phenylnitroalkenes ---(Pb/DMF-AcOH)---> oximes  (Read 2434 times)

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Azarius

  • Guest
phenylnitroalkenes ---(Pb/DMF-AcOH)---> oximes
« on: May 14, 2002, 08:06:00 PM »
In

Post 242123

(Cyrax: "Re: Synthesis of amphetamines", Methods Discourse)
, Cyrax quotes a procedure for the conversion of phenylnitroalkenes to the corresponding acetoximes and ketoximes. Has anyone tried this procedure? Am I mistaken in thinking this looks like the easiest, fastest, high-yielding way of preparing oximes from phenylnitroalkenes? Any help greatfully appreciated.

Azarius

kurupira

  • Guest
ref
« Reply #1 on: May 15, 2002, 02:37:00 PM »
This one uses Na2SnO2 made in situ, and yields are good:

Post 70461 (missing)

(yellium: "Tet. Lett. 26(49), 6013-14 (1985)", Novel Discourse)

Rhodium

  • Guest
Oximes using SnCl2
« Reply #2 on: May 15, 2002, 08:29:00 PM »
Apparently that procedure is only good for small quantities, at least using straight SnCl2:

Post 192513 (missing)

(Ritter: "Re: solubility of SnCl2 in H2O", Chemistry Discourse)

kurupira

  • Guest
maybee the solvent...
« Reply #3 on: May 16, 2002, 02:34:00 AM »
Rhod:in the article above cited they use THF as the solvent, Ritter mentions EtOAc as solvent...

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