Sodium Carbonate → HCID 86750873, compound

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Reaction Steps

29 g of methyl 2-methoxyimino-2-{2-[2-chloro-2-tert-butyloxycarbonyl-(Z)-ethenyl]phenyl}acetate from Example 3 are stirred in a mixture of 40 ml of trifluoroacetic acid and 160 ml of dichloromethane for 2.5 hours at room temperature. The dark solution is then stirred into 500 ml of saturated sodium carbonate solution (pH 9). After the addition of 200 ml of methyl tert-butyl ether, the organic phase is separated off. The aqueous phase is again extracted with methyl tert-butyl ether and the pH is adjusted to 2-3 with 6N hydrochloric acid. The product separates out as an emulsion and is isolated by extracting three times with methyl tert-butyl ether and ethyl acetate. The combined organic phases are washed until neutral with saturated NaCl solution and dried over sodium sulfate. The solvent is removed, leaving 20 g of the title compound as a dark oil.

Provenance & Evidence