Triphenylphosphine → 4-(3-Chloro-1-propyn-1-yl)-2-(methyloxy)-1-nitrobenzene

Participants

Reaction Steps

To 3-[3-(methyloxy)-4-nitrophenyl]-2-propyn-1-ol (1.6 g, 7.72 mmol) in 75 mL of DCM was added, triphenylphosphine (2.7 g, 10.27 mmol), and NCS (1.37 g, 10.27 mmol). The mixture stirred for 1 h. 10 g of silica gel was added. The solvent was rotovaped down and the pre-adsorbed solids were purified by flash chromatography to give the title compound of step B (1.7 g, 7.53 mmol, 97%). 1H NMR (400 MHz, CDCl3) δ ppm 7.80 (d, J=8.42 Hz, 1H), 7.13 (d, J=1.47 Hz, 1H), 7.08 (dd, J=8.33, 1.56 Hz, 1H), 4.37 (s, 2 H), 3.95 (s, 3H).

Provenance & Evidence