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    Home > 1-BENZYLPIPERIDINE-4-CARBONITRILE
    1-BENZYLPIPERIDINE-4-CARBONITRILE structure

    1-BENZYLPIPERIDINE-4-CARBONITRILE

    • CAS No:

      62718-31-4

    • Formula:

      C13H16N2

    • Synonyms:

      1-BENZYLPIPERIDINE-4-CARBONITRILE;1-N-BENZYL-4-CYANOPIPERIDINE;OTAVA-BB 1369796;1-Benzylpiperidine-4-carbonitrile ,97%;4-Piperidinecarbonitrile, 1-(phenylMethyl)-

    • China Export:

      From 2018.11 to 2019.11, total export volume of 1-BENZYLPIPERIDINE-4-CARBONITRILE from China was 99,860,829KG while total export value was $1,973,802,887. The biggest proportion of exporting volume in the last 12 months was 10.61% in 2019.05.

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    Basic Attributes

    • 62718-31-4

    • C13H16N2

    • 200.283

    • 200.131348

    • 27 A^2

    • 2

    • CKJUFUGVCGDYHH-UHFFFAOYSA-N

    • 2

    • 0

    • 0.46

    • 2

    Characteristics

    • 1.1±0.1 g/cm3

    • 330.3°C at 760 mmHg

    • 139.6±15.2 °C

    • 1.564

    Safety Information

    • 29333990

    Production Methods

    l-Benzyl-4-carbonylamide piperidine (20.0 g, 91.7 mmol) was mixed with PExample 34 Preparation of intermediate 1-benzyl-4-cyano-piperidine 1-Benzyl-4-carbonylamide piperidine (20.0 g, 91.7 mmol) was mixed with P205 (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 careful addition of K2CO3 and then extracted with EtOAc (3 x 150 ml). The organic extracts were dried over Na2SO4, filtered and the solvent evaporated in vacuo to leave a yellow oil (16.7 g, 90.9 percent). 1H-NMR (200 MHz, CDCl3) : 8 7.41-7. 25 (m, 5 H), 3.53 (s, 2 H), 2.75-2. 64 (m, 2 H), 2.40- 2.34 (m, 2 H), 1.98-1. 86 (m, 5 H)General procedure: To a solution of the aldoxime or the amide (1.0 mmol) and Et3N (1.5mmol) in EtOAc (1 mL, 1 M) at r.t. was added XtalFluor-E8 (1.1 mmol)portionwise over ca. 2 min. The resulting solution was stirred at r.t.for 1 h. The reaction mixture was quenched with sat. aq Na2CO3 and extracted with CH2Cl2 (2 × 10 mL). The combined organic layers were washed with H2O and brine, dried (MgSO4), and concentrated under vacuum to afford the crude nitrile, which was purified by flash chromatography, if required.TEA (21 mL, 149 mmol) and benzyl bromide (5.4 mL, 45 mmol) were added to a slurry of the white solid in MeCN (120 mL) maintained at 0 C. The reaction mixture was stirred for 12 h and allowed to warm to RT. The reaction mixture was quenched by the addition of water at 0 C and extracted with EtOAc. The combined organic extracts were dried (Na2SC>4) and concentrated. The crude product was purified by SiC>2 chromatography eluting with a gradient of DCM and DCM/MeOH/NH4OH (60/10/1) (98 to 85percent DCM over 60 min) to afford 5 g (68percent) of 50b: ms (LCMS) m/z 201 (M + H).TEA (21 mL, 149 mmol) and benzyl bromide (5.4 mL, 45 mmol) were added to a slurry of the white solid in MeCN (120 mL) maintained at 0 C. The reaction mixture was stirred for 12 h and allowed to warm to RT. The reaction mixture was quenched by the addition of water at 0 C and extracted with EtOAc. The combined organic extracts were dried (Na2SC>4) and concentrated. The crude product was purified by SiC>2 chromatography eluting with a gradient of DCM and DCM/MeOH/NH4OH (60/10/1) (98 to 85percent DCM over 60 min) to afford 5 g (68percent) of 50b: ms (LCMS) m/z 201 (M + H).General procedure: To a solution of the aldoxime or the amide (1.0 mmol) and Et3N (1.5mmol) in EtOAc (1 mL, 1 M) at r.t. was added XtalFluor-E8 (1.1 mmol)portionwise over ca. 2 min. The resulting solution was stirred at r.t.for 1 h. The reaction mixture was quenched with sat. aq Na2CO3 and extracted with CH2Cl2 (2 × 10 mL). The combined organic layers were washed with H2O and brine, dried (MgSO4), and concentrated under vacuum to afford the crude nitrile, which was purified by flash chromatography, if required.B 1-Benzyl-4-cyanopiperidine A mixture of 62 g of the compound obtained in the previous step and 200 ml of POCl3 is refluxed for 2 hours. It is concentrated under vacuum, the residue is taken up with water, rendered alkaline to pH 13 by the addition of concentrated NaOH solution and extracted with DCM, the organic phase is washed with water and dried over Na2 SO4 and the solvent is evaporated off under vacuum. The oil obtained is distilled under reduced pressure to give 52 g of the expected product. B.p.=120 C. under 10 Pa.

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    Material and Products

    China 1-BENZYLPIPERIDINE-4-CARBONITRILE Export Data

    Data referenced from General Administration of Customs,P.R.China

    2018.11-2019.11 China - America  1-BENZYLPIPERIDINE-4-CARBONITRILE Export Data

    From 2018.11 to 2019.11, total export volume of 1-BENZYLPIPERIDINE-4-CARBONITRILE from China to America was 11,987,610KG while total export value was $407,366,436. The biggest proportion of exporting volume in the last 12 months was 15.59% in 2019.01.

    2018.11-2019.11 China 1-BENZYLPIPERIDINE-4-CARBONITRILE Export Data

    From 2018.11 to 2019.11, total export volume of 1-BENZYLPIPERIDINE-4-CARBONITRILE from China was 99,860,829KG while total export value was $1,973,802,887. The biggest proportion of exporting volume in the last 12 months was 10.61% in 2019.05.

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