Hydrochloric Acid → Pentanenitrile, 4,4-dimethyl-3-oxo-

Participants

Reaction Conditions

Reaction Steps

In the reaction apparatus described in Example 4 were placed 40.5 g (0.75 mol) of sodium methoxide, 58.1 g (0.50 mol) of methyl pivalate, 30.8 g (0.75 mol) of acetonitrile, and 58.1 g of dimethyl sulfoxide (relative dielectric constant at 20° C.: 48.9) under nitrogen atmosphere. The mixture was heated under reflux at 82° C. for 6 hours. After the reaction was complete, 400 mL of toluene was added to the reaction mixture. To the mixture were added 56.7 mL (0.68 mol) of hydrochloric acid (12 mol/L) and 100 mL of water, keeping the temperature of the resulting mixture at 30° C. or lower. After the reaction mixture became to have pH 2.0, the mixture was extracted with 3 portions of 100 mL toluene. The toluene portions were combined and washed with 30 mL of an aqueous saturated sodium hydrogen carbonate solution and then dried over magnesium sulfate. The toluene solution was filtered and then analyzed by high performance liquid chromatography (absolute quantitative analysis). It was confirmed that the following products were produced:

Provenance & Evidence