2-Hydroxy-4-iodobenzoic acid → 4-[3-(3-Tert-butyl-5-chloro-4-dimethylaminophenyl)-3-hydroxyprop-1-ynyl]-2-hydroxybenzoic acid

Participants

Reaction Steps

In a manner analogous to example 1 f, the process is carried out by a reaction of 220 mg (0.83 mmol) of 2-hydroxy-4-iodobenzoic acid with 320 mg (1.2 mmol) of 1-(3-tert-butyl-5-chloro-4-dimethylaminophenyl)prop-2-yn-1-ol in the presence of 9 mg (0.05 mmol) of copper iodide and 17 mg (0.025 mmol) of bis(triphenyl-phosphine)palladium chloride. 140 mg of 4-[3-(3-tert-butyl-5-chloro-4-dimethylaminophenyl)-3-hydroxyprop-1-ynyl]-2-hydroxybenzoic acid are obtained in the form of a yellowish oil (Mp=175° C., yield=42%).

Provenance & Evidence