1-Fluoro-2-prop-2-ynoxybenzene synthesis

Yield:113714-11-7 92%

Reaction Conditions:

with Cs₂CO₃ in acetonitrile; for 4 h;Reflux;

Steps:

General procedure A: Preparation of alkyne derivatives 5a-5ac [42]

General procedure: At room temperature, neat propargyl bromide or a solution of 80% propargyl bromide (4) in THF (1.0-1.5 eq.) was added dropwise to a stirred suspension of phenol derivatives (1.0 eq.) in CH₃CN and Cs₂CO₃ (1.0-2.0 eq.). The resulting mixture was stirred at room temperature overnight or heated to reflux for 2-24 h. The resulting mixture was diluted with water and extracted with EtOAc. The organic phases were combined and concentrated under reduced pressure to provide crude propargyl derivatives. The residue was purified by silica gel column chromatography to furnish the desired products 5a-5ac.

References:

Palakhachane, Sarinya;Ketkaew, Yuwaporn;Chuaypen, Natthaya;Sirirak, Jitnapa;Boonsombat, Jutatip;Ruchirawat, Somsak;Tangkijvanich, Pisit;Suksamrarn, Apichart;Limpachayaporn, Panupun [Bioorganic Chemistry,2021,vol. 112,art. no. 104831] Location in patent:supporting information