1-Benzyl-4-chloropiperidine

Base Information

• Chemical Name: 1-Benzyl-4-chloropiperidine
• CAS No.: 67848-71-9
• Molecular Formula: C12H16 Cl N
• Molecular Weight: 209.719
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40388475
• Nikkaji Number: J221.537C
• Wikidata: Q72440930
• Mol file: 67848-71-9.mol

Synonyms:1-benzyl-4-chloropiperidine;67848-71-9;1-Benzyl-4-chloro-piperidine;N-BENZYL-4-CHLORO-PIPERIDINE;N-Benzyl-4-chloro piperidine;1-Benzyl-4-chloro piperidine;MFCD00510091;N-Benzyl-4-chloropiperidine;4-Chloro-1-benzylpiperidine;Piperidine, 4-chloro-1-(phenylmethyl)-;Benzyl-4-chloropiperidine;SCHEMBL2010139;DTXSID40388475;HEDDTLVBWCOBRG-UHFFFAOYSA-N;BCP20582;AKOS000265329;AB06363;DS-7963;AC-13174;CS-0156295;FT-0617969;C76148;A835907;F1993-0057;1-benzyl-4-chloro-piperidine;1-Benzyl-4-chloropiperidine

Chemical Property of 1-Benzyl-4-chloropiperidine

Chemical Property:

• Vapor Pressure: 0.00169mmHg at 25°C
• Boiling Point: 293.8°C at 760 mmHg
• PKA: 7.31±0.10(Predicted)
• Flash Point: 131.5°C
• PSA: 3.24000
• Density: 1.11g/cm³
• LogP: 2.82770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 209.0971272
• Heavy Atom Count: 14
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzyl-4-chloropiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCC1Cl)CC2=CC=CC=C2

Technology Process of 1-Benzyl-4-chloropiperidine

There total 14 articles about 1-Benzyl-4-chloropiperidine 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: 85.0%

1-benzyl-4-hydroxypiperidine (4727-72-4) → 4-chloro-1-benzylpiperidine (67848-71-9)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 20 - 40 ℃; for 2h;

Reference yield: 74.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-(1-phenyl-3-butenyl)benzylamine (88381-98-0) → 4-chloro-1-benzylpiperidine (67848-71-9)

Guidance literature:

With iron(III) chloride; In water; acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201403607

Reference yield: 70.0%

2-(benzyl(but-3-en-1-yl)amino)acetonitrile (127073-71-6) → 4-chloro-1-benzylpiperidine (67848-71-9)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 - 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(01)80557-8

upstream raw materials:

2-(benzyl(but-3-en-1-yl)amino)acetonitrile

formaldehyd

benzylamine hydrochloride

allyl-trimethyl-silane

Downstream raw materials:

10-(1-benzyl-piperidin-4-yl)-10H-chromeno[3,2-b]pyridin-10-ol

10-(1-benzyl-piperidin-4-ylidene)-10H-chromeno[3,2-b]pyridine

N-benzylpiperidine-4-boronic acid

4-(1-benzylpiperidin-4-yl)-1-[2-(dimethylamino)ethyl]-4-hydroxy-1H-pyrrolo[3,2-g]isoquinolin-9(4H)-one

Refernces

• 1、 Gridina, Tatyana L.,Fedchuk, Alla S.,Basok, Stephan S.,Artemenko, Anatoliy G.,Ognichenko, Liudmila N.,Shitikova, Larisa I.,Lutsyuk, Anatolii F.,Gruzevskii, Aleksandr A.,Kuz’min, Victor E.. "The effect of the structure of derivatives of nitrogen-containing heterocycles on their anti-influenza activity". . p. 455 - 462. Retrieved 2019/06/20.
• 2、 Ebule, Rene,Mudshinge, Sagar,Nantz, Michael H.,Mashuta, Mark S.,Hammond, Gerald B.,Xu, Bo. "A 5 + 1 Protic Acid Assisted Aza-Pummerer Approach for Synthesis of 4-Chloropiperidines from Homoallylic Amines". . p. 3249 - 3259. Retrieved 2019/03/20.