Reaktion #1005942

Reaktionsgleichung

methyl(Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-4-methyl-pent-3-enoate

methylamine

→

5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,4-dimethyl-pent-3-enamide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITwas continued over night
2. 2
   SonstigeAfter removal of the solvent in vacuo the mixture
3. 3
   Sonstigewas purified by chromatography on silica with a heptane/ethyl acetate gradient
4. 4
   Sonstige90 mg of the desired Z-isomer have been collected

Vorschrift

0.68 g (1.87 mmol) methyl(Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-4-methyl-pent-3-enoate and E-isomer from the previous reaction have been dissolved in 3.0 ml THF. 2.0 ml 40% aqueous methylamine have been added at ambient temperature with stirring which was continued over night. After removal of the solvent in vacuo the mixture was purified by chromatography on silica with a heptane/ethyl acetate gradient. 90 mg of the desired Z-isomer have been collected. 1H-NMR (CDCl3): δ=2.03 (s); 2.85 (d); 3.97 (s); 4.64 (s); 5.87 (s); 6.02 (d); 6.65 (br); 7.35 (d); 7.50 (d); 7.67 (d).

Quelle