Potassium Iodide → HCID 22151952, compound

Participants

Reaction Steps

(2-Hydroxy-5-methylphenyl)(2-hydroxyphenyl)methane (1.66 g, 7.7 mmol) was combined with 2.07 g (15 mmol) of potassium carbonate, 0.56 g (3.4 mmol) of potassium iodide, 0.99 g (7.7 mmol) of dichloroacetic acid and 50 ml of 2-propanol and the mixture heated at reflux with stirring for 24 hours. Another 7.7 mmol of dichloroacetic acid was added and the reaction continued for 2 days. The volatiles were removed by evaporation under reduced pressure and water added. The mixture was acidified with 1N hydrochloric acid and extracted with ether. The ether extract was dried over magnesium sulfate and the ether removed by evaporation under reduced pressure to obtain 2.63 g of the title compound in impure form as a brown oil. The proton nmr spectrum was consistent with the presence of desired product. A sample of the title compound prepared by hydrolysis of the product of Example 7 with potassium hydroxide in an aqueous methanol mixture at ambient temperature overnight melted at 61° C. and had a proton nmr spectrum consistent with the assigned structure.

Provenance & Evidence