Oxalic Acid → 2-Cyclopropylethyl-hydrazine oxalate salt

Participants

Reaction Conditions

Reaction Steps

N′-(2-Cyclopropylethyl)hydrazinecarboxylic acid ethyl ester (5a) (2.2 g, 12.6 mmol) was suspended in 7 mL of a 40% aqueous NaOH solution. The biphasic mixture was heated for 12 h at 120° C., upon which it was cooled to room temperature and partitioned between brine and CH2Cl2. The organic layer was removed, dried over MgSO4, and filtered. Oxalic acid (1.1 g, 12.6 mmol) was added to the filtrate, which after 12 h was filtered and dried in vacuo to yield 1.7 g (50%) of the oxalate salt (6a) as a white powder. 1H-NMR (400 MHz, D2O): 3.13 (t, 2H, J=7.2 Hz); 1.46 (q, 2H, J=7.2 Hz); 0.61 (m, 1H); 0.1 (d, 2H); 0.39 (m, 2H); 0.01 (m, 2H) ppm.

Provenance & Evidence