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

The synthesis of the free base was carried out by the general procedure of J. J. Roberts and W. C. J. Ross (J. Chem. Soc., 1952, 4288). Diethylamine (3.285 g, 0.045 mol) was added during 15 min to a cooled solution (0° C.) of (E)-1,4-dibromobut-2-ene (1.07 g, 0.005 mol) (1) in benzene (5 ml). The product was diluted with chloroform (25 ml) and the organic layer was washed with water (4×25 ml). The chloroform layer was dried, filtered, and concentrated in vacuo to give (E)-N,N,N',N'-tetra-ethyl-1,4-diaminobut-2-ene as an oil (0.82 g, 82%). δH (90 MHz, CDCl3) 1.10 (12H, t), 2.60 (8H, q), 3.20 (4H, m) and 5.75 (2H, m).

1. customThe synthesis of the free base
2. washthe organic layer was washed with water (4×25 ml)
3. dry with materialThe chloroform layer was dried
4. filtrationfiltered
5. concentrationconcentrated in vacuo

ORD record

ord-c643811ffd8947c9997713822fca310b

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05599847