Tetrahydrofuran → HCID 54174730, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6.35 g (0.031 mole) of trimethylsulphoxonium iodide in 20 ml of dimethyl sulphoxide is added at -15° C. with stirring to a suspension of 0.75 g (0.031 mole) of sodium hydride in 25 ml of a mixture of dimethyl sulphoxide: tetrahydrofuran =3:2. After warming the reaction mixture to 0° C., a solution of 9.6 g (0.028 mole) of 1-chloro-cyclopropyl 4-(2-chloro-1,1,2-trifluoroethoxy)-phenyl-ethenyl ketone in 15 ml of dimethyl sulphoxide is added dropwise with stirring. The mixture is subsequently stirred at 0° C. for 15 minutes and at room temperature for 45 minutes. The reaction mixture is then poured into 100 ml of ice water and the mixture is extracted three times with cyclohexane. The combined organic phases are washed once with water, dried over sodium sulphate and then concentrated under reduced pressure. 8.89 g (89% of theory) of 2-(1-chloro-cyclopropyl)-2-[4-(2-chloro-1,1,2-trifluoroethoxy)-phenylethenyl]-oxirane are obtained in this way in the form of an oily product which is reacted further without additional purification. ##STR38##

Provenance & Evidence