반응 #2446125

반응 방정식

tert-Butyl 4-propargylpiperazine-1-carboxylate

→

N-propargylpiperazine

수율 62.0%

용매

trifluoroacetic acid

water

반응 조건

후처리

1. 1
   기타The solution was evaporated to dryness in vacuum
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
3. 3
   추출extracted with Et2OAc (3×50 ml)
4. 4
   세척The organic layer was washed with brine (2×50 ml)
5. 5
   건조dried over Na2SO4 overnight
6. 6
   기타Evaporation in vacuum

실험 절차

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).

출처