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ChemicalBook CAS DataBase List 4-hydroxy-2-Piperidinone
476014-76-3

4-hydroxy-2-Piperidinone synthesis

3synthesis methods
2,4-Piperadinedione

50607-30-2

4-hydroxy-2-Piperidinone

476014-76-3

Step 1) NaBH4 (1 g, 26.55 mmol) was slowly added to a solution of piperidine-2,4-dione (1 g, 8.8 mmol) in methanol (25 mL) at 0°C. The reaction mixture was stirred at room temperature overnight before the solvent was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol, 5:1, v/v) to afford 4-hydroxy-2-piperidone as a yellow solid (960 mg, 87% yield). m/z by LC-MS (ESI, positive ion mode): 138 [M + Na]+.

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Yield:476014-76-3 87%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0 - 20;

Steps:

16.1 Step 1) 4-hydroxypiperidin-2-one
Step 1) 4-hydroxypiperidin-2-one [0258] To a solution of piperidine-2,4-dione (1 g, 8.8 mmol) in MeOH (25 mL) was added NaBH4 (1 g, 26.55 mmol) at 0°C. The reaction was stirred at rt overnight, then concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 5/1) to give the title compound as ayellow solid (960 mg, 87%). LC-MS (ESI, pos. ion) m/z: 138[M + Na]+.

References:

XI, Ning;WANG, Tingjin;YI, Lei WO2013/138210, 2013, A1 Location in patent:Paragraph 0258

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