Dimethylacetamide → HCID 19813498, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(3-trifluoromethylphenylthio)thiophene (4.0 g) in dry tetrahydrofuran (30 ml) at -30° C. under nitrogen, was added dropwise n-butyllithium (9.2 ml, 2.5M) and the solution left to stir at -30° C. for 2 hours. Dimethylacetamide (2.8 ml) was then added dropwise and the reaction mixture stirred at -30° C. for a further hour, allowed to warm to room temperature and stirred over night. The reaction mixture was quenched with 2N HCl (100 ml), extracted with ether (2×100 ml), dried over MgSO4 and evaporated to give a brown oil. The oil was flash chromatographed on a Sorbsil C60-40/60H column using 30% ether-hexane to give a colourless oil which crystallised on standing.

Provenance & Evidence