2-(1-Hexyn-1-yl)-N-methyl-N-(methyloxy)benzamide → 2-(4-Fluorophenyl)-1-[2-(1-hexyn-1-yl)phenyl]ethanone

Participants

Reaction Steps

2-(1-Hexyn-1-yl)-N-methyl-N-(methyloxy)benzamide (158) (0.50 g, 2.04 mmol) was treated with 4-fluorobenzylmagnesium chloride in THF at room temperature to give 0.37 g (61%) of compound (165) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.93 (t, J=7.2 Hz, 3H), 1.40-1.53 (m, 2H), 1.56-1.65 (m, 2H), 2.45 (t, J=7.1 Hz, 2H), 4.40 (s, 2H), 6.99 (t, J=8.6 Hz, 2H), 7.16-7.22 (m, 2H), 7.26-7.32 (m, 1H), 7.35-7.41 (m, 1H), 7.45-7.52 (m, 2H).

Provenance & Evidence