Identification | Back Directory | [Name]
1-BENZYLPIPERIDINE-4-CARBONITRILE | [CAS]
62718-31-4 | [Synonyms]
OTAVA-BB 1369796 1-N-BENZYL-4-CYANOPIPERIDINE 1-Benzyl-4-piperidinecarbonitrile 1-BENZYLPIPERIDINE-4-CARBONITRILE 1-Benzylpiperidine-4-carbonitrile ,97% 4-Piperidinecarbonitrile, 1-(phenylMethyl)- | [Molecular Formula]
C13H16N2 | [MDL Number]
MFCD01540574 | [MOL File]
62718-31-4.mol | [Molecular Weight]
200.283 |
Chemical Properties | Back Directory | [Boiling point ]
330.3±35.0 °C(Predicted) | [density ]
1.06 | [storage temp. ]
2-8°C | [pka]
6.95±0.10(Predicted) | [Appearance]
Colorless to light yellow Solid-liquid mixture |
Hazard Information | Back Directory | [Uses]
1-Benzylpiperidine-4-carbonitrile is an intermediate in organic synthesis and pharmaceutical intermediate for lab R&D. | [Synthesis]

Step 1 Preparation of intermediate 1-benzyl-4-carbonylamide piperidine To piperidine-4-carboxamide (16.5 g, 0.13 mol ) and K2CO3 (35.6 g, 0.26 mol) in EtOH (350 ml) was added benzyl bromide (22.0 g, 0.13 mol) And heated to reflux for 3 h, cooled to room temperature and filtered. The filtrate was evaporated in vacuo and H2O (200ml) was added. The aqueous layer was extracted with CH2Cl2 (3×150ml), the organic layers were combined, and Na2SO4Dry and filter. The solvent was evaporated in vacuo to give the product as a white solid (20.0 g, 71.0%). Step 2 Preparation of intermediate 1-benzyl-4-cyanopiperidine 1-benzyl-4-carbonylamide piperidine (20.0 g, 91.7 mmol) Mixed with P2O5 (16.92, 119.2 mmol) and heated under argon at 180-200°C for 3 h, cooled to room temperature and added H2O (150 ml). The aqueous solution was basified by the careful addition of K2CO3 and then extracted with EtOAc (3× 150 ml). The organic extract was dried over Na2SO4, filtered and the solvent evaporated in vacuo to give a yellow oil (16.7 g, 90.9%). | [References]
[1] Patent: WO2007/7072, 2007, A1. Location in patent: Page/Page column 53-54 [2] Patent: WO2005/61483, 2005, A2. Location in patent: Page/Page column 52 [3] Synthesis (Germany), 2015, vol. 47, # 23, p. 3758 - 3766 [4] Journal of Medicinal Chemistry, 1983, vol. 26, # 10, p. 1433 - 1438 [5] Patent: WO2004/2483, 2004, A1. Location in patent: Page/Page column 21; 42-43; 45 |
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