Reaktion #45060

Reaktionsgleichung

Trifluoroacetic acid

tert-butyl 4-cyclobutylpiperazine-1-carboxylate

→

1-cyclobutylpiperazine

Ausbeute 30.2%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated to dryness
2. 2
   workup.ADDITIONdiluted with DCM (30 mL)
3. 3
   WaschenThis was then washed with saturated NaHCO3 (2×10 mL)
4. 4
   Sonstigethe organic layers evaporated to dryness
5. 5
   Extraktionextracted with DCM (3×10 mL) and EtOAc (1×10 mL)
6. 6
   Sonstigeevaporated to dryness

Vorschrift

Trifluoroacetic acid (7.84 mL, 101.73 mmol) was added to a stirred solution of tert-butyl 4-cyclobutylpiperazine-1-carboxylate (2.445 g, 10.17 mmol) in DCM (25 mL) cooled to 0° C. under nitrogen and stirred at 20° C. for 24 h. The reaction mixture was evaporated to dryness and diluted with DCM (30 mL). This was then washed with saturated NaHCO3 (2×10 mL) and the organic layers evaporated to dryness. Product was still present in the aqueous layer, so this was basified with 2M NaOH and extracted with DCM (3×10 mL) and EtOAc (1×10 mL). Organic fractions were combined and evaporated to dryness to afford 1-cyclobutylpiperazine (0.430 g, 30.1%). 1H NMR (399.9 MHz, DMSO-d6) δ 1.60-1.67 (2H, m), 1.72-1.80 (2H, m), 1.93-1.97 (2H, m), 2.25 (4H, s), 2.57-2.60 (1H, d), 2.82 (4H, t)

Quelle