Reacción #59261

Ecuación de reacción

N′-(2-Cyclopropylethyl)hydrazinecarboxylic acid ethyl ester

NaOH

Oxalic acid

→

oxalate salt

Rendimiento 70.9%

2-Cyclopropylethyl-hydrazine oxalate salt

Rendimiento 70.9%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas cooled to room temperature
2. 2
   Otropartitioned between brine and CH2Cl2
3. 3
   OtroThe organic layer was removed
4. 4
   Secadodried over MgSO4
5. 5
   Filtraciónfiltered
6. 6
   Filtraciónwas filtered
7. 7
   Otrodried in vacuo

Procedimiento

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.

Fuente