Diethyl Ether → HCID 18786134, compound

Participants

Reaction Conditions

Reaction Steps

5.1 g (26.5 mmol) of 2,3-dimethyl-7-(2-hydroxyethyl)benzofuran, 5.91 ml (42.5 mmol) of triethylamine and 500 ml of anhydrous ethyl ether are introduced, under an inert atmosphere, into a 1 l round-bottomed flask. The mixture is cooled to -30° C. and 3.3 ml (42.5 mmol) of mesyl chloride are added dropwise. The reaction mixture is stirred for 1 h 30, while being allowed to return to 0° C. 200 ml of water are added and extraction is carried out with ethyl ether. The organic phases are combined and concentrated under vacuum. 7.48 g of 2,3-dimethyl-7-(2-(methylsulphonyl)ethyl)benzofuran are obtained in the form of an oil. 7.18 g (26 mmol) of 2,3-dimethyl-7-(2-(methylsulphonyl)ethyl)benzofuran and 200 ml of diethylamine are introduced into a 500 ml round-bottomed flask equipped with a reflux condenser. The reaction mixture is stirred for 16 h at reflux and concentrated under vacuum and the residue is purified by silica column chromatography (elution solvent: 9/1 dichloromethane/methanol).

Provenance & Evidence