Sodium Iodide → HCID 58963157, compound

Participants

Reaction Steps

4-bromo-2-ethylphenol (72.79 g, 362 mmoles) was dissolved in acetone (1.3 liter) and potassium carbonate (100 g, 724 mmoles) was added. The reaction was stirred for five minutes. Chloroacetone (43.2 ml, 543 mmoles) and sodium iodide (13.6, 90 mmoles) was added and the reaction turned orange upon stirring. The reaction was stirred overnight at room temperature and the solvent removed in vacuo. Ethyl acetate (2.5 l) and water (800 ml) were added. The organic layer was separated, washed with aqueous Na2S2O3, dried over sodium sulfate and filtered. The solvent was removed in vacuo and the crude product run through a plug of silica gel (ca. 500 g) and eluted with 20% ethyl acetate in hexane. The solvent was removed to obtain 95 g of 1-(4-bromo-2-ethylphenoxy)propan-2-one 30.

Provenance & Evidence