Réaction #58882

Équation de réaction

water

3-{[4-(difluoromethoxy)phenyl]ethynyl}aniline

pyridine

ethylsulfonyl chloride

→

N-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)ethanesulfonamide

Rendement 91.4%

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   Extractionextracted with EtOAc/ethyl ether 1/1
2. 2
   Séchagedried over MgSO4
3. 3
   Concentrationconcentrated in vacuo
4. 4
   AutrePurification of the resultant residue on silica gel (Biotage)

Mode opératoire

A cold (0° C.) solution of 3-{[4-(difluoromethoxy)phenyl]ethynyl}aniline (0.5 g, 1.93 mmol) and pyridine (0.31 mL, 3.80 mmol) in CH2Cl2 was treated dropwise with ethylsulfonyl chloride (0.27 mL, 2.89 mmol). The mixture was stirred for 5 hours, poured into water and extracted with EtOAc/ethyl ether 1/1. The organic extracts were combined, dried over MgSO4 and concentrated in vacuo. Purification of the resultant residue on silica gel (Biotage) using hexanes/EtOAc (3/1) as the eluting solvent gave N-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)ethanesulfonamide as a yellow oil (0.62 g).

Source