Hydrochloric Acid → methyl N-[5-(3-chloro-1-butynyl)-2-fluorobenzyl]carbamate

Participants

Reaction Conditions

Reaction Steps

0.53 g of methyl N-[2-fluoro-5-(3-hydroxy-1-butynyl)benzyl]carbamate was dissolved in 10 ml of toluene. This solution was added at 0° C. to a mixture comprising 0.11 g of calcium chloride, 0.08 g of copper(I) iodide, 0.01 g of copper and 10 ml of concentrated hydrochloric acid, followed by stirring at 0° C. for 5 hours. The reaction solution was poured into a saturated sodium chloride aqueous solution and extracted with ethyl acetate, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 0.25 g of methyl N-[5-(3-chloro-1-butynyl)-2-fluorobenzyl]carbamate as white crystals.

Provenance & Evidence