Trifluoroacetic acid → 1-Cyclobutylpiperazine

Temperatur

0 °C

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)

1. customThe reaction mixture was evaporated to dryness
2. additiondiluted with DCM (30 mL)
3. washThis was then washed with saturated NaHCO3 (2×10 mL)
4. customthe organic layers evaporated to dryness
5. extractionextracted with DCM (3×10 mL) and EtOAc (1×10 mL)
6. customevaporated to dryness

ORD-Eintrag

ord-7fc4e6f9d29d4002956b76118a511d42

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07737149B2