Potassium Cyanide → HCID 85905850, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 2,2-dimethyl-3-oxopropanoate (29-1, 6.50 g, 49.9 mmol, 1 equiv), sodium bisulfite (10.4 g, 99.9 mmol, 2.00 equiv), and concentrated ammonium hydroxide (15 M, 33.3 mL, 499 mmol, 10.0 equiv) in water (200 mL) was stirred at 23° C. for 20 minutes, then potassium cyanide (6.51 g, 99.9 mmol, 2.00 equiv) was added. The resulting mixture was stirred at 23° C. for 20 hours, then extracted with ethyl ether (3×100 mL). The combined organic layers were washed with brine, then dried over sodium sulfate and concentrated to provide methyl 3-amino-3-cyano-2,2-dimethylpropanoate (29-2) as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 3.93 (br m, 1H), 3.93 (s, 3H), 1.76 (br s, 2H), 1.36 (s, 3H), 1.35 (s, 3H).

Provenance & Evidence