Acetic Acid → HCID 86615476, compound

Participants

Reaction Steps

To a stirred solution of diethyl cyanomethylphosphonate (32.6 g, 184 mmol), ammonium acetate (6.0 g, 78 mmol), acetic acid (6 mL) in toluene (120 mL) was added cyclohexanecarboxyaldehyde (21 g, 174 mmol). The reaction mixture was stirred at room temperature for two days and then heated at 100° C. for 3 hours. After cooling, the reaction mixture washed with saturated sodium bicarbonate solution three times, with brine one time and then dried over magnesium sulfate. The reaction mixture was filtered and concentrated to yield a residue. The residue was purified by Kugelrohr distillation to yield [1-cyano-2-(cyclohexyl)-vinyl]-phosphonic acid diethyl ester as a light brown oil.

Provenance & Evidence