Thiophene → HCID 19813480, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of thiophene (4.2 g) in dry tetrahydrofuran (25 ml) at -15° C. under nitrogen, was added n-butyllithium (20 ml, 2.5M) dropwise and the solution stirred at -15° C. for 2 hours. The solution was then cooled to -78° C. and 6,6,6-trifluorohexylbromide (10.95 g) in dry tetrahydrofuran (20 ml) was added and solution stirred at -78° C. for 1 hour, allowed to warm to room temperature and stirred overnight. The reaction mixture was poured onto ice, extracted with ether (2×75 ml), dried over MgSO4 and evaporated under reduced pressure to give a brown oil. The oil was distilled under reduced pressure to give a colourless oil, b.p. 66° C./20 mm.

Provenance & Evidence