Carbon Tetrachloride → 3-(2,6-Dichloro-5-isopropyl-pyrimidin-4-yloxy)-5-methyl-benzonitrile

Participants

Reaction Steps

To a stirred solution of (70) (4.4 g, 12.93 mmol) in acetonitrile (40 ml), was added triphenylphosphine (13.56 g, 51.73 mmol) and carbon tetrachloride (2.5 ml, 25.86 mmol). After 30 min., carbon tetrachloride (5 ml) was added and the mixture was stirred for 1 hr. The mixture was diluted with ether, washed with water, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ether:hexanes (1:4)) to afford 3.82 g (94%) of a white solid. m.p. 143-144° C.; 1H NMR (200 MHz, CDCl3) δ 1.40 (6H, d, J=7.0 Hz), 2.45 (3H, s), 3.60 (1H, m), 7.18 (1H, m), 7.25 (1H, m), 7.40 (1H, m).

Provenance & Evidence