Potassium Hydroxide → 5-Chloro-2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one

Participants

Reaction Steps

These compounds were prepared in the manner of Example 16, using 7.7 grams (0.025 mole) of 3,3-dichloro-N-(2-chlorophenyl)methyl-N-hydroxy-2,2-dimethylpropanamide (prepared in Example 10) and 1.6 grams (0.025 mole) of 85% pure potassium hydroxide in 70 ml of methanol. Thin layer chromatographic analysis of the reaction mixture on silica gel using 20% ethyl acetate in hexane as an eluent indicated that the reaction mixture was a two-component mixture. The crude reaction mixture was subjected to column chromatography on silica gel using 15% ethyl acetate in heptane. Initial fractions from the chromatography were combined to give 1.7 grams of 5-chloro-2-(2-chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone as an oil.

Provenance & Evidence