Diethylamine → 5-(Diethylamino)thiophene-2-carbaldehyde

Participants

Reaction Steps

In a round flask (100 mL) was added 5-bromothiophene-2-carboxaldehyde (1.37 mL) in 15 mL of distilled water. Diethylamine (12 mL) was added slowly, followed by refluxing for six days. Purification by flash chromatography provided the title compound as a brownish oil (1.13 g, 54%). 1H-NMR (300 MHz, [D] acetone): δ=9.46 (s, 1H), 7.56 (d, 1H, 3J=4.4 Hz), 6.07 (d, 1H, 3J=4.4 Hz), 3.485 (q, 4H, 3J=7.1 Hz), 1.23 (t, 6H, 3J=7.1 Hz). 13C-NMR (300 MHz, [D] acetone): δ=179.2, 166.0, 140.8, 125.9, 102.8, 47.6, 11.8.

Provenance & Evidence