Acetyl chloride → Methyl (4-{[acetyl(4-dec-1-ynylbenzyl)amino]methyl}phenoxy)acetate

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Reaction Steps

The title compound was prepared following the procedure G using methyl (4-{[(4-dec-1-ynylbenzyl)amino]methyl}phenoxy)acetate and acetyl chloride (purification by flash chromatography on SiO2, c-Hex/EtOAc 9:1) as a colorless oil (26%). M+ (ESI): 464.3. HPLC, Rt: 5.6 min (purity: 100%). 1H NMR (CDCl3) δ: 7.40 (d, J=7.9 Hz, 1H), 7.34 (d, J=7.9 Hz, 1H), 7.17-7.05 (m, 4H), 6.91 (d, J=8.7 Hz. 1H), 6.86 (d, J=8.3 Hz, 1H), 4.65 (s, 1H), 4.63 (s, 1H), 4.54 (s, 1H), 4.51 (s, 1H), 4.40 (s, 1H), 4.35 (s, 1H), 3.83 (s, 1.5H), 3.82 (s, 1.5H), 2.41 (t, J=7.2 Hz, 1H), 2.40 (t, J=7.2 Hz, 1H), 2.22 (s, 1.5H), 2.18 (s, 1.5 H), 1.61 (m, 2H), 1.45 (m, 2H), 1.30 (brs, 8H), 0.90 (t, J=6.6 Hz, 3H).

Provenance & Evidence