ChemicalBook--->CAS DataBase List--->256411-39-9

256411-39-9

256411-39-9 Structure

256411-39-9 Structure
IdentificationBack Directory
[Name]

(1-BOC-piperidin-4-yl)acetonitrile
[CAS]

256411-39-9
[Synonyms]

1-BOC-4-cyanomethylpiperidine
1-Boc-3-CyanoMethylpiperidine
N-Boc-piperidine-4-acetonitrile
(1-BOC-piperidin-4-yl)acetonitrile
Tert-Butyl 4-(cyanomethyl)piperidine-1-carboxylate
4-CyanoMethyl-piperidine-1-carboxylicacidtert-butylester
1-Piperidinecarboxylic acid, 4-(cyanomethyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C12H20N2O2
[MDL Number]

MFCD09801019
[MOL File]

256411-39-9.mol
[Molecular Weight]

224.3
Chemical PropertiesBack Directory
[Boiling point ]

344.3±15.0 °C(Predicted)
[density ]

1.040±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

-1.91±0.40(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HazardClass ]

IRRITANT
[HS Code ]

2916399090
Spectrum DetailBack Directory
[Spectrum Detail]

(1-BOC-piperidin-4-yl)acetonitrile(256411-39-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

sodium:cyanide

773837-37-9

N-Boc-4-piperidinemethanol

123855-51-6

(1-BOC-piperidin-4-yl)acetonitrile

256411-39-9

The reaction was carried out with tert-butyl 4-((methylsulfonyl)oxymethyl)piperidine-1-carboxylate (15.3 g) and NaCN (4.00 g, 80.0 mmol) in a mixed solvent of EtOH (80 ml) and H2O (20 ml) with stirring for 24 hours at 80°C. After completion of the reaction, the solvent was removed by vacuum concentration. The residue was dissolved in AcOEt (300 ml) and H2O (100 ml) and the aqueous layer was extracted with AcOEt (300 ml). The organic layers were combined, washed with brine (100 ml), dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by silica gel column chromatography (eluent: hexane-AcOEt) to afford the target product 1-Boc-4-(cyanomethyl)piperidine (6.87 g, 76.6% yield) as a white solid.1H NMR (400 MHz, CDCl3) δ 1.21-1.31 (2H, m), 1.46 (9H, s), 1.78-1.86 (3H m), 2.31 (2H, d, J=6.4Hz), 2.64-2.78 (2H, m), 4.07-4.21 (2H, m).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 15, p. 3249 - 3253
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