1-Octyne → 3-(1-Octynyl)furan-2-carboxaldehyde

Participants

Reaction Steps

Reaction of 3-bromofuran-2-carboxaldehyde (4.71 g, 27 mmole from Example 5) with 1-octyne (3 g, 27 mmole) as described in Example 8 afforded 3.96 g (72%) of the title compound, as an oil, after chromatography on silica (DCM:Hexane 1:2), νmax (film) 2950, 2930, 2850, 2230, 1680, 1570, 1420, 1360, 1275, 890, 775 cm-1 ; δ(CDCl3) 0.92(3H, distorted t), 1.42(8H, complex m), 2.48(2H, t, J=6.5 Hz), 6.59(1H, d, J=3 Hz), 7.62(1H, d, J=3 Hz), 9.82(1H, s).

Provenance & Evidence