N'-(2-Cyclopropylethylidene)hydrazinecarboxylic acid ethyl ester → N'-(2-Cyclopropylethyl)hydrazinecarboxylic acid ethyl ester

Participants

Reaction Steps

N′-(2-cyclopropylethylidene)hydrazinecarboxylic acid ethyl ester (4a) (1.5 g, 8.9 mmol) was dissolved in 35 mL EtOH and to this solution was added 5% Pt/C (0.2 g, 0.9 mol). The atmosphere in the flask was evacuated and replaced three times with H2. The reaction was stirred at room temperature for 12 h under a slightly positive pressure of H2, upon which it was filtered through neutral alumina and concentrated to afford 1.4 g (93%) of the desired product (La) as a clear colorless liquid. 1H-NMR (400 MHz, CDCl3): 4.18 (q, 2H, J=7.0 Hz); 3.00 (t, 2H, J=7.0 Hz) 1.42 (q, 2H, J=7.0 Hz); 1.29 (t, 3H, J=7.2 Hz); 0.73 (m, 1H); 0.1 (d, 2H); 0.47 (m, 2H); 0.08 (m, 2H) ppm.

Provenance & Evidence