Hydrochloric Acid → HCID 13564326, compound

Participants

Reaction Steps

In 12 ml of 18% aqueous hydrochloric acid was dissolved 4 g of 2-(5-amino-2-fluorophenyl)propionic acid, and 4 ml of an aqueous solution of 1.1 g of sodium nitrite was added dropwise while maintaining the temperature between -15° C. and -10° C. The mixture was stirred for an hour, to which 40 ml of acetone, 8 g of 1,1-dichloroethylene, 1250 mg of sodium hydrogen carbonate and 400 mg of cupric chloride dihydrate were successively added. The mixture was gradually warmed up to room temperature and stirred overnight. The acetone layer was separated and the solvent was evaporated off. The residue was dissolved in ether, washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated off and the residue obtained was subjected to silica gel column chromatography (eluent: n-hexane--ethyl acetate=20:1) to afford 3.9 g of 2-[2-fluoro-5-(2,2,2-trichloroethyl)phenyl]propionic acid as an oily substance.

Provenance & Evidence