반응 #167929

반응 방정식

(S)-tert-butyl 4-methoxy-3,3-dimethylpiperidine-1-carboxylate

HCl

dioxane

→

(S)-4-methoxy-3,3-dimethylpiperidin-1-ium chloride

용매

—

heptanes

Et2O

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at room temperature until a white solid
2. 2
   여과The heterogeneous mixture was then filtered
3. 3
   기타the white solid was collected

실험 절차

To neat (S)-tert-butyl 4-methoxy-3,3-dimethylpiperidine-1-carboxylate (5.87 g, 24.1 mmol) was added 4.0 M HCl in dioxane (24.1 mL, 96.0 mmol), and the reaction mixture was stirred at room temperature for 16 h. Then, the reaction mixture was diluted with heptanes (60 mL) and Et2O (10 mL) and stirred at room temperature until a white solid crashed out. The heterogeneous mixture was then filtered and the white solid was collected to afford (S)-4-methoxy-3,3-dimethylpiperidin-1-ium chloride. 1H NMR (400 MHz, CDCl3) δ ppm 9.58 (br. s., 1 H), 9.23 (br. s., 1 H), 3.34 (s, 3 H), 3.09-3.24 (m, 2 H), 3.05 (t, J=10.0 Hz, 1 H), 2.97 (dd, J=5.4, 2.4 Hz, 1 H), 2.76 (d, J=13.1 Hz, 1 H), 2.04-2.17 (m, 1 H), 1.84-1.96 (m, 1 H), 1.19 (s, 3 H), 1.05 (s, 3 H).

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