1-Benzyl-N-phenylpiperidin-4-amine

Base Information

• Chemical Name: 1-Benzyl-N-phenylpiperidin-4-amine
• CAS No.: 1155-56-2
• Molecular Formula: C18H22N2
• Molecular Weight: 266.386
• Hs Code.: 2933399090
• European Community (EC) Number: 214-583-6
• NSC Number: 76613
• UNII: 7FTW970M7K
• DSSTox Substance ID: DTXSID80151125
• Nikkaji Number: J203.413A
• Wikidata: Q27268209
• ChEMBL ID: CHEMBL1715153
• Mol file: 1155-56-2.mol

Synonyms:1-Benzyl-N-phenylpiperidin-4-amine;1155-56-2;4-ANILINO-1-BENZYLPIPERIDINE;N-Phenyl-1-(phenylmethyl)-4-piperidinamine;1-Benzyl-4-anilinopiperidine;UNII-7FTW970M7K;7FTW970M7K;1-benzyl-N-phenyl-4-piperidinamine;EINECS 214-583-6;NSC-76613;4-PIPERIDINAMINE, N-PHENYL-1-(PHENYLMETHYL)-;1-Benzyl-4-(phenylamino)piperidine;NSC76613;NSC 76613;(1-Benzyl-piperidin-4-yl)-phenyl-amine;4-anilino-N-benzylpiperidine;Oprea1_655543;MLS000541543;SCHEMBL918426;CHEMBL1715153;DTXSID80151125;4-ANBP NSC 76613;HMS2318L16;N-(1-benzyl-4-piperidinyl)aniline;(1-benzyl-4-piperidinyl)phenylamine;MFCD00023738;STL357511;AKOS000122124;(1-benzyl-4-piperidinyl)-phenyl-amine;AB01389;CCG-300785;N-(1-Benzyl-4-piperidinyl)benzenamine;NCGC00246583-01;AM802964;SMR000126401;FT-0617621;EN300-02588;FENTANYL CITRATE IMPURITY G [EP IMPURITY];SR-01000307988;12W-0887;J-003306;SR-01000307988-1;Q27268209;Z119988810

Chemical Property of 1-Benzyl-N-phenylpiperidin-4-amine

Chemical Property:

• Vapor Pressure: 9.32E-07mmHg at 25°C
• Melting Point: 848-886 °C
• Boiling Point: 404.619 °C at 760 mmHg
• PKA: 8.18±0.10(Predicted)
• Flash Point: 158.462 °C
• PSA: 15.27000
• Density: 1.106 g/cm³
• LogP: 3.77400
• Storage Temp.: Refrigerator
• Solubility.: Soluble in dichloromethane.
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 266.178298710
• Heavy Atom Count: 20
• Complexity: 259

Purity/Quality:

99.9% ^*data from raw suppliers

4-Anilino-1-benzylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1NC2=CC=CC=C2)CC3=CC=CC=C3
• Uses: 4-Anilino-1-benzylpiperidine, is used as a pharmaceutical intermediate. Intermediate in the preparation of Fentanyl derivatives.

Technology Process of 1-Benzyl-N-phenylpiperidin-4-amine

There total 10 articles about 1-Benzyl-N-phenylpiperidin-4-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1-phenylmethyl-4-piperidone (3612-20-2) + aniline (62-53-3) → 1-benzyl-N-phenylpiperidin-4-amine (1155-56-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

Reference yield: 81.0%

N-(1-benzylpiperidin-4-ylidene)aniline (1155-57-3) → 1-benzyl-N-phenylpiperidin-4-amine (1155-56-2)

Guidance literature:

N-(1-benzylpiperidin-4-ylidene)aniline; With sodium tetrahydroborate; In methanol; for 1h; Heating;

With sodium hydroxide; In methanol; Further stages.;

DOI:10.1016/j.bmcl.2007.01.114

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 1-benzyl-N-phenylpiperidin-4-amine (1155-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 73 percent / AcOH / toluene / 2 h / Heating

2.1: NaBH₄ / methanol / 1 h / Heating

2.2: 81 percent / NaOH / methanol

With sodium tetrahydroborate; acetic acid; In methanol; toluene;

DOI:10.1016/j.bmcl.2007.01.114

upstream raw materials:

1-phenylmethyl-4-piperidone

aniline

N-(1-benzylpiperidin-4-ylidene)aniline

bis(2-methoxycarbonylethyl)benzylamine

Downstream raw materials:

1-benzyl-4-(4-methylthiazol-2-yl)-4-anilinopiperidine

1-benzyl-4-(N-(2-ethoxycarbonyloxypropionyl)anilino)piperidine

[2-(1-Benzyl-piperidin-4-ylamino)-phenyl]-phenyl-methanone

N-(1-benzyl-4-piperidinyl)-N-phenylpropionamide

Refernces

• 1、 Kanamori, Tatsuyuki,Iwata, Yuko Togawa,Segawa, Hiroki,Yamamuro, Tadashi,Kuwayama, Kenji,Tsujikawa, Kenji,Inoue, Hiroyuki. "Metabolism of butyrylfentanyl in fresh human hepatocytes: Chemical synthesis of authentic metabolite standards for definitive identification". . p. 623 - 630. Retrieved 2019/05/08.
• 2、 Nami,Dabiri,Shirvani,Ahmadi Faghih,Javaheri. "Preparation of Fentanyl Labeled with Carbon-14". . p. 42 - 44. Retrieved 2018/03/21.