Diethylamine → 2-Butene-1,4-diamine, N1,N1,N4,N4-tetraethyl-, (2E)-

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Reaction Steps

Diethylamine (1.5 g, 20 mmol) in toluene (50 ml) was added to a stirred solution of (E)-1,4-dibromobut-2-ene (2.14 g, 10 mmol) in toluene (50 ml) at room temperature, and the solution was stirred for 4 h. The white precipitate formed was filtered off, washed with ether (2×20 ml), and dissolved in hot aqueous ethanol. The solution was allowed to cool and acetone was added. The white precipitate formed was filtered off and washed with acetone to yield (E)-N,N,N',N'-tetraethyl-1,4-diaminobut-2-ene (TED) dihydrobromide (2.16 g, 60%). δH (90 MHz, D2O) 1.10 (12H, t), 3.15 (8H, q), 3.98 (4H, m) and 5.90 (2H, m).

Provenance & Evidence