Potassium Iodide → Methyl 2-(2-chlorobenzyloxy)-5-fluorobenzoate

Participants

Reaction Steps

10.0 g (58 mmol) of methyl 5-fluoro-2-hydroxybenzoate [CAS 391-92-4], 13.3 g (64.5 mmol) of 2-chlorobenzyl bromide [CAS 611-17-6], 40.6 g (293 mmol) of potassium carbonate and 14.6 g (88 mmol) of potassium iodide are suspended in 50 ml of acetone, and the mixture is stirred under reflux for 12 h. The solvent is distilled out in vacuo, and the residue is taken up in ethyl acetate and washed twice each with 10% strength sodium hydroxide solution, with 1 N hydrochloric acid and with water. Drying over magnesium sulfate, filtration and washing with ethyl acetate are followed by concentration. The residue is stirred with petroleum ether, and the solid is filtered off with suction and dried on a clay dish. 10.0 g (33.9 mmol, 59% of theory) of the title compound are isolated.

Provenance & Evidence