Hydrochloric Acid → HCID 86639442, compound

Participants

Reaction Steps

To a solution of 4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-1-(4-iodo-3-methylphenoxy)-2-propylbenzene (393 mg, 0.699 mmol) in toluene (7.0 mL), ethoxyvinyltributyl tin (473 μL, 1.40 mmol) and tetrakis triphenylphosphine palladium (162 mg, 0.140 mmol) were added sequentially, and the resultant mixture was heated to reflux for 1 hour. Then, ethoxyvinyltributyl tin (946 μL, 2.80 mmol) was added and heated to reflux for 1.5 hours. After completion of the reaction, 5% aqueous solution of hydrochloric acid was added under ice-cold conditions, and the resultant mixture was stirred overnight. The reaction solution was filtered using celite and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, and concentrated in vacuo. The obtained residue was purified using column chromatography (hexane/ethyl acetate), and 1-{2-methyl-4-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-phenyl}-ethanone (291 mg, yield 80%) was obtained as a yellow oil.

Provenance & Evidence