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ChemicalBook CAS DataBase List 4-oxopiperidinium chloride
41979-39-9

4-oxopiperidinium chloride synthesis

5synthesis methods
79099-07-3 Synthesis
N-(tert-Butoxycarbonyl)-4-piperidone

79099-07-3
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$5.00/5g

-

Yield:41979-39-9 100%

Reaction Conditions:

with hydrogenchloride in methanol at 0 - 20;

Steps:

I.40

To a 4 N HCI/MeOH solution (100 mL) was added 1-(ferf-butyloxycarbonyl)piperidin-4-one (10 g, 50.22 mmol) at O0C, and the resulting mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure to give crude piperidin-4-one hydrochloride (6.78 g, 100%), which was used in the next step without further purification. To a solution of piperidin-4-one hydrochloride (6.78 g, 50.22 mmol) and K2CO3 (18.02 g, 130.57 mmol) in 1 ,4-dioxane (60 mL) and water (60 mL) was added benzyl chloroformate (9.39 g, 55.24 mmol) dropwise at 0°. After addition, the reaction mixture was stirred at room temperature for 18 h, at which time TLC analysis showed the completion of the reaction. The reaction mixture was then concentrated under reduced pressure, and the residue was extracted with EtOAc (3 X 40 mL). The combined organic layers were dried (Na2SO4) and evaporated to give 1-(benzyloxycarbonyl)piperidin-4-one (1 1.7 g, 99%): 1H NMR (400 MHz, CDCI3) δ ppm 7.30-7.382 (m, 5 H), 5.170 (s, 2 H), 3.79-3.81 (m, 3 H), 2.45 (s, 2H).

References:

WO2009/76387,2009,A1 Location in patent:Page/Page column 39-40

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