Process for the stereoselective synthesis of the E isomer of ary

Details Process for the stereoselective synthesis of the E isomer of ary Process for the stereoselective synthesis of the E isomer of ary

1978-08-16

1979-06-12

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603405R, 2603403, 260465E, 560 35, 560 18, 2603322A, 2603323R, 2603323H, 260329R, 260329S, 260329HS, 260329AM, 2603305, 2603472, 26034622, 2603474, 2603477, C07C12900

Patent

active

041580150

ABSTRACT:
Mixtures of the E and Z isomers of aryl alkyl oximes are converted to 98% or greater E isomer by a process comprising treating a solution of a mixture of E and Z isomers in an organic solvent with a protic or Lewis acid, under anhydrous conditions, to precipitate >98% pure E isomer of an immonium complex and treating (neutralizing) the precipitate with an excess of dilute organic/inorganic base, such as Na.sub.2 CO.sub.3 or NaHCO.sub.3. The E isomer of the ketoxime is a precursor for highly insecticidal ketoximinoethers.

REFERENCES:
ann., vol. 260, p. 63, (1890).
Journal of Organic Chemistry, vol. 20, p. 1491, (1955).
Journal of Medicinal Chemistry, vol. 20, (No. 9), p. 1199, (1977).

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