Morpholine → 4-[(5-Bromothiophen-2-yl)methyl]morpholine

Participants

Reaction Steps

Morpholine (0.96 g) was added portionwise to a solution of 2-bromothiophene carboxaldehyde (1.195 g) in tetrahydrofuran (50 ml). After stirring at room temperature for 5 minutes, sodium triacetoxyborohydride (3.18 g) was added and the mixture stirred at room temperature for a further 3 h. The mixture was added to saturated aqueous sodium bicarbonate (100 ml) and extracted twice with ethyl acetate. The combined extracts were evapourated to dryness. The product was purified by column chromatography eluting with ethyl acetate in hexane mixtures to give a yellow oil (2.414 g).

Provenance & Evidence