Trifluoroacetic acid → Racemic (cis)-4-methoxy-3-methylpiperidine 2,2,2-trifluoroacetate
Reaktionsgleichung
[CH3:1][O:2][C@H:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][C@H:4]1[CH3:16].[C:17]([OH:23])([C:19]([F:22])([F:21])[F:20])=[O:18]>C(Cl)Cl>[F:20][C:19]([F:22])([F:21])[C:17]([OH:23])=[O:18].[CH3:1][O:2][C@H:3]1[CH2:8][CH2:7][NH:6][CH2:5][C@H:4]1[CH3:16]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of racemic (cis)-tert-butyl 4-methoxy-3-methylpiperidine-1-carboxylate (230 mg, 1.0 mmol) in DCM (2 mL) with TFA (0.23 mL, 3.01 mmol) was stirred at room temperature overnight. The reaction mixture was then concentrated to give racemic (cis)-4-methoxy-3-methylpiperidine 2,2,2-trifluoroacetate. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.27 (s, 3 H), 3.01-3.09 (m, 1 H), 2.93-3.00 (m, 1 H), 2.81-2.93 (m, 1 H), 2.69-2.77 (m, 1 H), 1.90-2.08 (m, 2 H), 1.57-1.67 (m, 1 H), 0.90 (d, J=7.1 Hz, 3 H).