Hydrochloric Acid → 5-(6,6,6-Trifluorohexyl)thiophene-2-aldehyde

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(6,6,6-trifluorohexyl)thiophene (3.33 g) in dry tetrahydrofuran (30 ml) at -25° C. under nitrogen, was added n-butyllithium (8.2 ml, 2.5M) dropwise and the solution stirred at -25° C. for 2 hours. Dry dimethylformamide (2.34 ml) was then added dropwise and the solution stirred for a further hour, allowed to warm to room temperature and stirred for half hour. The reaction mixture was poured onto 2N hydrochloric acid (100 ml), extracted with ether (2×100 ml), dried over MgSO4 and evaporated under reduced pressure to give a brown oil. The oil was distilled under reduced pressure to give a yellow oil b.p. 114° C./1 mm.

Provenance & Evidence