HCID 9957460, compound → HCID 10720846, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3,5-diiodo-4-(4'-methoxyphenoxy)benzoate (Compound 5) was synthesized by way of 3,5-diiodo-4-(4'-methoxyphenoxy)benzoyl chloride, the latter having been described in Borrows et al., 1949, J. Chem. Soc. 1949: S185-S190. Thus, in a 10 ml flask 3,5-diiodo-4-(4'-methoxyphenoxy)benzoic acid (99.2 mg, 0.200 mmole) was converted to 3,5-diiodo-4-(4'-methoxyphenoxy)benzoyl chloride. After removal of excess thionyl chloride under vacuum, anhydrous ethanol (5.0 ml) was added with stirring and the mixture heated to 70° C. for 5 minutes. Excess ethanol was removed and the dry residue dissolved in hot 95% ethanol (4.0 ml), from which the product ester crystallized in the refrigerator (3° C.). Yield: 55.8 mg (53%) of buff-colored crystals. Melting point: 96°-98° C.

Provenance & Evidence