1-BOC-2-METHYL-PIPERIDIN-4-ONE Chemical Properties

Boiling point:

298.8±33.0 °C(Predicted)

Density 

1.060±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-1.52±0.40(Predicted)

form 

solid

color 

White to light yellow

InChI

InChI=1S/C11H19NO3/c1-8-7-9(13)5-6-12(8)10(14)15-11(2,3)4/h8H,5-7H2,1-4H3

InChIKey

HQMYWQCBINPHBB-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(=O)CC1C

CAS DataBase Reference

190906-92-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2933399990

1-BOC-2-METHYL-PIPERIDIN-4-ONE Usage And Synthesis

Uses

1-Boc-2-methyl-piperidin-4-one s a crucial compound that could be used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.

Synthesis

1-tert-butoxycarbonyl-2-methyl-4-piperidone vinyl acetal (6.00 g) was used as starting material and dissolved in acetone (150 mL). To this solution, p-toluenesulfonic acid monohydrate (4.40 g) was slowly added under ice bath cooling and stirring conditions. After addition, the reaction mixture was gradually warmed to room temperature with continuous stirring overnight. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and the organic layer was subsequently washed with saturated sodium bicarbonate solution and saturated aqueous sodium chloride solution sequentially. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent to afford 1-tert-butoxycarbonyl-2-methyl-piperidone (2.40 g, 48% yield) as a yellow oil. Its 1H NMR (500 MHz, CDCl3) data were as follows: δ 1.18 (3H, d, J=7.0 Hz), 1.49 (9H, s), 2.20-2.30 (1H, m), 2.30-2.40 (1H, m), 2.45-2.55 (1H, m), 2.65-2.70 (1H, m), 3.25-3.35 ( 1H, m), 3.90-4.05 (1H, m), 4.20-4.30 (1H, m).

References

[1] Patent: EP1375482, 2004, A1. Location in patent: Page 153

1-BOC-2-METHYL-PIPERIDIN-4-ONE(190906-92-4)Related Product Information

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• 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)
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• TERT-BUTYL 4-OXO-1-AZASPIRO[5.5]UNDECANE-1-CARBOXYLATE
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• TERT-BUTYL (2R)-2-BENZYL-4-OXOPIPERIDINE-1-CARBOXYLATE
• 1-BOC-2-PROPYL-PIPERIDIN-4-ONE
• 1-BOC-3-METHYL-PIPERIDIN-4-ONE
• (2S)-N-BOC-4-OXOPIPECOLIC ACID