Reacción #644430

Ecuación de reacción

tert-Butyl 4-propargylpiperazine-1-carboxylate

→

N-propargylpiperazine

Rendimiento 62.0%

Disolventes

trifluoroacetic acid

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solution was evaporated to dryness in vacuum
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
3. 3
   Extracciónextracted with Et2OAc (3×50 ml)
4. 4
   LavadoThe organic layer was washed with brine (2×50 ml)
5. 5
   Secadodried over Na2SO4 overnight
6. 6
   OtroEvaporation in vacuum

Procedimiento

tert-Butyl 4-propargylpiperazine-1-carboxylate of step 2(ii) above (570 mg, 2.545 mmol) was dissolved in trifluoroacetic acid (10 ml) and water (2.5 ml). The mixture was then stirred at room temperature overnight. The solution was evaporated to dryness in vacuum. The residue was dissolved in water (10 ml) and then basified with Na2CO3 (pH 11), and extracted with Et2OAc (3×50 ml). The organic layer was washed with brine (2×50 ml) and dried over Na2SO4 overnight. Evaporation in vacuum gave N-propargylpiperazine (D7) as white solid. (crude, 193 mg, 62% yield). H1 NMR (250 MHz, CDCl3) 1.64 (s, 1NH), 2.26 (m, 1H), 2,55 (dd, J=4.73, 4.50 Hz, 4H), 2.93 (dd, J=4.96, 4.84 Hz, 4H), 3.29 (d, J=2.44 Hz, 2H).

Fuente