Carbon Tetrachloride → HCID 59451377, compound

Participants

Reaction Steps

A solution of N-{1-cyano-2-[(phenylmethyl)oxy]ethyl}-2-methylpropanamide (1.60 g, 6.5 mmol), triphenylphosphine (4.2 g, 16.0 mmol), and carbon tetrachloride (1.6 mL, 16.6 mmol) in acetonitrile (65 mL) was heated at 45° C. for 4.5 h. The reaction was concentrated and the residue was stirred in CH2Cl2 (70 mL) and 0.5 N NaOH (60 mL) for 10 min. The organic layer was isolated, dried (Na2SO4), filtered, concentrated and the residue was purified by silica gel flash column chromatography (5-50% EtOAc:hexanes) to give the title compound (0.710 g, 41%) as a yellow oil. 1H NMR (400 MHz, CDCl3) δ ppm 10.69 (br. s., 1H), 7.28-7.36 (m, 5H), 4.51 (s, 2H), 4.48 (s, 2 H), 2.92 (sept, 1H), 1.24 (d, 6H).

Provenance & Evidence