Basic information Safety Supplier Related

1-N-Cbz-4-cyanopiperidine

Basic information Safety Supplier Related

1-N-Cbz-4-cyanopiperidine Basic information

Product Name:
1-N-Cbz-4-cyanopiperidine
Synonyms:
  • BENZYL-4-CYANOPIPERIDINE-1-CARBOXYLATE
  • BUTTPARK 93\50-50
  • 4-CYANO-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
  • 1-CBZ-4-CYANOPIPERIDINE
  • 1-N-CBZ-4-CYANO-PIPERIDINE
  • 1-N-CBZ-PIPERIDINE-4-CARBONITRILE
  • 1-N-Cbz-4-cycano-piperidine
  • 1-Piperidinecarboxylic acid, 4-cyano-, phenylmethyl ester
CAS:
161609-84-3
MF:
C14H16N2O2
MW:
244.29
Mol File:
161609-84-3.mol
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1-N-Cbz-4-cyanopiperidine Chemical Properties

Boiling point:
416.5±45.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-3.13±0.40(Predicted)
Appearance
White to off-white Solid
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Safety Information

HS Code 
29333990
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1-N-Cbz-4-cyanopiperidine Usage And Synthesis

Synthesis

167757-45-1

161609-84-3

General procedure for the synthesis of 1-N-Cbz-4-cyanopiperidine from 1-Cbz-piperidine-4-carboxamide: 1-Cbz-piperidine-4-carboxamide (1.0 mmol) and triethylamine (Et3N, 1.5 mmol) were dissolved in ethyl acetate (EtOAc, 1 mL, 1 M) at room temperature. Subsequently, XtalFluor-E (1.1 mmol) was added in batches. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate (NaHCO3) solution. Next, the reaction mixture was washed with aqueous sodium carbonate (Na2CO3) solution and extracted with dichloromethane (CH2Cl2, 2 × 10 mL). The organic layers were combined, washed sequentially with water and brine, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to give the crude product. If necessary, the crude product can be purified by fast column chromatography.

References

[1] Synthesis (Germany), 2015, vol. 47, # 23, p. 3758 - 3766

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