Hydrochloric Acid → HCID 86761700, compound

Participants

Reaction Steps

Into a solution of 4.02 g of 3-[3-bromo-5-(trifluoromethyl)phenyl]-1-(3-chloro-4-methylphenyl)-4,4,4-trifluoro-2-butene-1-one and 0.82 g of tetrabutylammonium bromide in 23 mL of toluene, a solution of 1.03 g of sodium hydroxide in 2.4 mL of water and a solution of 0.98 g of hydroxylamine sulfate in 3.9 mL of water were dropped while ice-cooling and stirring the solution and after the completion of the dropping, the resultant mixture was stirred at room temperature for 15 hours. After the completion of the reaction, 7.11 g of concentrated hydrochloric acid was added to the reaction mixture while ice-cooling and stirring the reaction mixture. The organic phase was separated off and then was washed with 10 mL of a 3N hydrochloric acid aqueous solution, 10 mL of water and 10 mL of a saturated sodium hydrogen carbonate aqueous solution in this order. Subsequently, the organic phase was dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order and the solvent was distilled off under reduced pressure. The resultant residue was purified by alumina column chromatography eluting with chloroform to obtain 3.56 g of the objective substance as a yellow resinoid.

Provenance & Evidence