1-benzyl-4-piperidone oxime Chemical Properties

Melting point:

126-128 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))

Boiling point:

338.5±35.0 °C(Predicted)

Density 

1.12±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

12.14±0.20(Predicted)

Appearance

White to light yellow Solid

1-benzyl-4-piperidone oxime Usage And Synthesis

Synthesis

General procedure for the synthesis of (1-benzylpiperidin-4-) ketoxime from N-benzylpiperidone: N-benzylpiperidone (1.89 g, 10 mmol) was dissolved in 50 mL of anhydrous ethanol, potassium carbonate (2.76 g, 20 mmol) and hydroxylamine hydrochloride (1.04 g, 15 mmol) were added sequentially, and the reaction was stirred for 6 hours at room temperature. After completion of the reaction, the reaction mixture was concentrated and diluted by adding water. The aqueous phase was extracted with ethyl acetate, the organic phase was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford (1-benzylpiperidin-4-)ketoxime (2.04 g, 100% yield) as a white solid, and mass spectrometry analysis showed MS: 205.0 [M + H]+.

References

[1] Patent: US2017/44187, 2017, A1. Location in patent: Paragraph 0086; 0087
[2] European Journal of Medicinal Chemistry, 2010, vol. 45, # 7, p. 2827 - 2840
[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4085 - 4090
[4] Tetrahedron, 1995, vol. 51, # 17, p. 5143 - 5156
[5] Journal of Medicinal Chemistry, 2013, vol. 56, # 22, p. 9089 - 9099

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