تفاعل #2446125

معادلة التفاعل

tert-Butyl 4-propargylpiperazine-1-carboxylate

→

N-propargylpiperazine

المردود 62.0%

المذيبات

trifluoroacetic acid

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solution was evaporated to dryness in vacuum
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
3. 3
   استخلاصextracted with Et2OAc (3×50 ml)
4. 4
   غسيلThe organic layer was washed with brine (2×50 ml)
5. 5
   تجفيفdried over Na2SO4 overnight
6. 6
   أخرىEvaporation in vacuum

الإجراء التجريبي

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).

المصدر