Water → HCID 58453198, compound

Participants

Reaction Steps

1.06 g of 1-cyclopropyl-3-(2-nitrophenyl)-propyl methanesulfonate (3.54 mmol) is dissolved in 20 ml of dimethyl sulfoxide, 1.05 g of potassium tert-butanolate (97%, 10.62 mmol) are added, and stirring is carried out for 1.5 hours at ambient temperature under a nitrogen atmosphere. Water is added to the reaction mixture. Extraction is carried out with ethyl acetate, and the organic phase is dried over sodium sulfate and concentrated by evaporation. Chromatography on silica gel is carried out in order to remove by-products (eluant: ethyl acetate/hexane 1:10). After removal of the eluant, 0.68 g of 2-(2-nitrophenyl)-bicyclopropane (67% of theory) are obtained in the form of an orange-coloured liquid (trans:cis ratio: 7.7:1).

Provenance & Evidence