p-Ethynyltoluene → 5-p-Tolyl-pent-2-en-4-ynoic acid ethyl ester

関与物質

反応手順

The general procedure was used to convert 1-Ethynyl-4-methyl-benzene and (Z)-ethyl-3-iodoacrylate to the title product. Purification by flash chromatography (10% ethyl acetate in hexane as the eluent) gave the analytically pure product as a light yellow oil (350 mg, 85% yield). 1H NMR (400 MHz, CDCl3) δ 7.43-7.41 (d, J=8.1, 2H), 7.16-7.14 (d, J=7.9, 2H), 6.37-6.34 (d, J=11.4, 1H), 6.12-6.09 (d, J=11.4, 1H), 4.29-4.23 (q, J=7.1, 2H), 2.36 (s, 3H), 1.35-1.31 (t, J=7.1, 3H). 13C NMR (100 MHz, CDCl3) δ 164.92, 139.62, 132.12, 129.28, 127.83, 123.14, 119.76, 101.77, 86.19, 60.44, 21.66, 14.42. Anal. Calcd. for C14H14O2: C, 78.48; H, 6.59; Found C, 78.22; H, 6.78.

情報源と証拠