Water → N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-phenyl}-oxamic acid ethyl ester

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Reaction Steps

In the course of 5 minutes 3.0 g of boron tribromide are added dropwise to a solution, cooled to -78° C., of 2.2 g of N-{3-[3-(4-acetyl-3-methoxy-2-n-propylphenoxy)-propoxy]-phenyl}-oxamic acid ethyl ester in 20 ml of methylene chloride. The whole is then stirred for 6 hours at room temperature. While cooling, 5 ml of water are added and the organic phase is separated off and concentrated by evaporation under reduced pressure. After recrystallisation from methylene chloride/ether there is obtained N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-phenyl}-oxamic acid ethyl ester, which can be characterised by hydrolysis to form the free acid having a melting point of 159°-160°.

Provenance & Evidence