2-PIPERIDIN-1-YL-BENZALDEHYDE
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
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)
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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