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ChemicalBook CAS DataBase List methyl 4-oxopiperidine-1-carboxylate
29976-54-3

methyl 4-oxopiperidine-1-carboxylate synthesis

2synthesis methods
-

Yield: 68%

Reaction Conditions:

with potassium carbonate in water at 0; for 3 h;

Steps:

a (a) 4-Oxo-piperidine-1 -carboxylic acid methyl ester 1-115
To a cooled (0 °C) solution of 4-piperidone 1-114 (300 mg, 3.0 mmol) in water (2 mL) was added a solution of potassium carbonate (1 .05 g, 7.6 mmol) in water (5 mL) followed by methyl chloroformate (350 μΙ, 4.5 mmol). The reaction mixture was stirred at 0°C for 3 h. The mixture was diluted with DCM, the layers separated and the aqueous phase extracted with DCM (x 3). The combined organic extracts were passed through a phase separator cartridge (Biotage) and concentrated in vacuo. Purification by flash column chromatography (Biotage SP1 , 25 g KP-Sil, eluting with isohexane to EtOAc) provided the title compound as a colourless oil (320 mg, 2.0 mmol, 68%).

References:

AUSPHERIX LIMITED;HOLMES, Ian;NAYLOR, Alan;ALBER, Dagmar;POWELL, Jonathan Raymond;MAJOR, Meriel Ruth;NEGOITA-GIRAS, Gabriel;ALLEN, Daniel Rees;GUETZOYAN, Lucie Juliette;KING, Nigel Paul WO2017/93543, 2017, A2 Location in patent:Page/Page column 116