Potassium Hydroxide → HCID 13046230, compound

Participants

Reaction Steps

In 20 ml of a 1:1 tetrahydrofuran-methanol mixture 0.38 g methyl (E)-4(2,4-dichlorophenoxy)-2-methyl-2-buten-1-oate is dissolved and the solution stirred under nitrogen as a 20% aqueous potassium hydroxide solution is added dropwise. The solution is then heated at reflux for about 2 hours before being evaporated to dryness. The residue is taken up in 20 ml water and filtered to remove the very small amount of insoluble material and is then acidified with dropwise addition of dilute aqueous HCl. The mixture is extracted with two 20 ml portions of methylene chloride and the extracts are combined and treated with magnesium sulfate and the mixture filtered. The filtrate is heated under a stream of nitrogen as 5 ml of hexane is added. When the volume reaches 10 ml the solution is allowed to cool to room temperature and is placed in a freezer. A white needle-like crystalline solid forms and is collected by nitrogen pressure filtration and after drying on the filter 0.11 g solid product is collected, m.p. 117°- 121.5° C.

Provenance & Evidence