1-Benzyl-4-piperidone

Base Information

• Chemical Name: 1-Benzyl-4-piperidone
• CAS No.: 3612-20-2
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• Hs Code.: 29333999
• European Community (EC) Number: 222-782-4
• NSC Number: 77933
• UNII: 399249PH5B
• DSSTox Substance ID: DTXSID30189695
• Nikkaji Number: J58.016C
• Wikipedia: 1-benzyl-4-piperidone
• Wikidata: Q27256879
• ChEMBL ID: CHEMBL491630
• Mol file: 3612-20-2.mol

Synonyms:1-benzyl-4-piperidone

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 1-Benzyl-4-piperidone

Chemical Property:

• Appearance/Colour: Clear colorless to straw coloured oily liquid
• Vapor Pressure: 0.00424mmHg at 25°C
• Refractive Index: 1.539 - 1.540
• Boiling Point: 278.5 °C at 760 mmHg
• PKA: 7.07±0.20(Predicted)
• Flash Point: 130.8 °C
• PSA: 20.31000
• Density: 1.098 g/cm³
• LogP: 1.78940
• Storage Temp.: Refrigerator
• Solubility.: 12g/l
• Water Solubility.: 12 g/L (20 ºC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-22-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1CN(CCC1=O)CC2=CC=CC=C2
• Uses: A substituted piperidine as pesticide 1-Benzyl-4-piperidone is a pharmaceutical intermediate, it is used in penfluridol synthesis of bulk drugs.

Technology Process of 1-Benzyl-4-piperidone

There total 33 articles about 1-Benzyl-4-piperidone 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: 97.0%

1-benzyl-4-hydroxypiperidine (4727-72-4) → 1-phenylmethyl-4-piperidone (3612-20-2)

Guidance literature:

With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; copper(l) chloride; In acetonitrile; at 20 ℃; for 2.5h; chemoselective reaction;

DOI:10.1002/anie.201309634

Reference yield: 92.6%

piperidin-4-one (41661-47-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + chlorobenzene (108-90-7) → 1-phenylmethyl-4-piperidone (3612-20-2)

Guidance literature:

piperidin-4-one; N,N-dimethyl-formamide; With potassium carbonate; at 20 ℃; for 0.5h;

chlorobenzene; at 80 ℃; for 5h; Time;

Reference yield: 89.28%

4-piperidone hydrochloride (41979-39-9) + benzyl bromide (100-39-0) → 1-phenylmethyl-4-piperidone (3612-20-2)

Guidance literature:

4-piperidone hydrochloride; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 65 ℃; for 14h;

upstream raw materials:

N,N-bis(2-ethoxycarbonylethyl)benzylamine

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

C₂₀H₂₁ClN₄O₃S

1-Benzyl-4-methoxy-piperidin-4-ol

Downstream raw materials:

8-Benzyl-1-thia-4,8-diaza-spiro<4.5>decan

1-Benzyl-4-(1-pyrrolidinyl)-1,2,3,6-tetrahydro-pyridine

3-(1-benzyl-4-piperidinylidene)indolin-2-one

1-benzyl-4-(2-fluorophenyl)-piperidin-4-ol

Refernces

• 1、 Mane, Kishor D.,Kamble, Rohit B.,Suryavanshi, Gurunath. "Short enantioselective total synthesis of (+)-tofacitinib". supporting information. . Retrieved 2021/02/20.
• 2、 Son, Jung-Ho,Phuan, Puay-Wah,Zhu, Jie S.,Lipman, Elena,Cheung, Amy,Tsui, Ka Yi,Tantillo, Dean J.,Verkman, Alan S.,Haggie, Peter M.,Kurth, Mark J.. "1-BENZYLSPIRO[PIPERIDINE-4,1′-PYRIDO[3,4-b]indole] ‘co-potentiators’ for minimal function CFTR mutants". . . Retrieved 2020/10/26.