4-(Diethylamino)-2-butyn-1-ol → 4-(Diethylamino)-2-butynal

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Reaction Steps

To a solution of 4-diethylamino-2-butyn-1-ol (1.00 g, 7.08 mmol) in anhydrous DCM (60 mL) was added MnO2 (20 g, 230 mmol) portion wise on one hour. The resulting mixture was stirred at rt for two additional hours, then filtered on a bed of Celite. The filtrates were evaporated under reduced pressure to give 352 mg (36%) the title compound as an orange oil (352 mg, 36% yield). 1H NMR (CDCl3) δ: 9.22 (s, 1H), 3.65 (s, 2H), 2.58 (q, J=7.2 Hz, 4H), 1.08 (t, J=7.2 Hz, 6H).

Provenance & Evidence