Basic information Safety Supplier Related

2-PIPERIDIN-1-YL-BENZALDEHYDE

Basic information Safety Supplier Related

2-PIPERIDIN-1-YL-BENZALDEHYDE Basic information

Product Name:
2-PIPERIDIN-1-YL-BENZALDEHYDE
Synonyms:
  • ASINEX-REAG BAS 10156457
  • 2-PIPERIDIN-1-YL-BENZALDEHYDE
  • 2-PIPERIDINOBENZENECARBALDEHYDE
  • TIMTEC-BB SBB010807
  • 2-(1-Piperidinyl)benzaldehyde
  • 2-Piperidin-1-ylbenzaldehyde 95%
  • 2-PIPERIDIN-1-YL-BENZALDEHYDE, 95+%
  • 1-(2-Formylphenyl)piperidine
CAS:
34595-26-1
MF:
C12H15NO
MW:
189.25
Mol File:
34595-26-1.mol
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2-PIPERIDIN-1-YL-BENZALDEHYDE Chemical Properties

Melting point:
95 °C(Solv: ethanol (64-17-5))
Boiling point:
143 °C(Press: 1.0 Torr)
Density 
1.091±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
liquid
pka
4.36±0.40(Predicted)
color 
Clear, yellow / oil
CAS DataBase Reference
34595-26-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36-52
Safety Statements 
26
HazardClass 
IRRITANT
HS Code 
2913000090
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2-PIPERIDIN-1-YL-BENZALDEHYDE Usage And Synthesis

Synthesis

110-89-4

446-52-6

34595-26-1

General procedure for the synthesis of 2-piperidinyl-1-benzaldehyde from hexahydropyridine and 2-fluorobenzaldehyde: To a solution of 2-fluorobenzaldehyde (20 g, 161.1 mmol) in anhydrous DMF (160 ml) was added piperidine (19.1 ml, 193.4 mmol, 1.2 eq.) and potassium carbonate (26.73 g, 193.4 mmol, 1.2 eq.), in that order. . The suspension was heated with stirring at 130 °C for 3 hours. After completion of the reaction, the reaction mixture was poured into cold water. The pH was adjusted with citric acid to 5. The aqueous layer was extracted three times with ethyl acetate (EtOAc), the organic phases were combined and washed sequentially with water, saturated sodium bicarbonate (NaHCO3) solution and brine. The organic phase was dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give the target product 2-piperidinyl-1-benzaldehyde as a red oil (28.23 g, 92% yield).

References

[1] Angewandte Chemie - International Edition, 2012, vol. 51, # 8, p. 1950 - 1953
[2] Heterocycles, 2008, vol. 75, # 4, p. 799 - 838
[3] Patent: WO2004/108673, 2004, A2. Location in patent: Page 38-39
[4] Patent: US2004/192921, 2004, A1. Location in patent: Page 4
[5] Russian Chemical Bulletin, 2004, vol. 53, # 6, p. 1240 - 1247

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