Réaction #59261

Équation de réaction

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

NaOH

Oxalic acid

→

oxalate salt

Rendement 70.9%

2-Cyclopropylethyl-hydrazine oxalate salt

Rendement 70.9%

Conditions de réaction

Traitement

1. 1
   Températurewas cooled to room temperature
2. 2
   Autrepartitioned between brine and CH2Cl2
3. 3
   AutreThe organic layer was removed
4. 4
   Séchagedried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Filtrationwas filtered
7. 7
   Autredried in vacuo

Mode opératoire

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.

Source