反応 #2446125

反応方程式

tert-Butyl 4-propargylpiperazine-1-carboxylate

→

N-propargylpiperazine

収率 62.0%

溶媒

trifluoroacetic acid

water

反応条件

後処理

1. 1
   その他The solution was evaporated to dryness in vacuum
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
3. 3
   抽出extracted with Et2OAc (3×50 ml)
4. 4
   洗浄The organic layer was washed with brine (2×50 ml)
5. 5
   乾燥dried over Na2SO4 overnight
6. 6
   その他Evaporation in vacuum

実験手順

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).

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