4-(4-Methylbenzoyl)piperidine

Base Information

• Chemical Name: 4-(4-Methylbenzoyl)piperidine
• CAS No.: 74130-04-4
• Molecular Formula: C13H17NO
• Molecular Weight: 203.284
• DSSTox Substance ID: DTXSID30349510
• Nikkaji Number: J3.536.005K
• Wikidata: Q82124814
• ChEMBL ID: CHEMBL1618013
• Mol file: 74130-04-4.mol

Synonyms:4-(4-Methylbenzoyl)piperidine;74130-04-4;(4-methylphenyl)-piperidin-4-ylmethanone;4-(4-METHYLBENZOYL)-PIPERIDINE;Maybridge3_006687;Oprea1_519868;SCHEMBL1582773;Piperidin-4-yl-p-tolylmethanone;CHEMBL1618013;DTXSID30349510;Piperidin-4-yl(p-tolyl)methanone;AKOS000187484;IDI1_018074;CS-0455325;FT-0671538;EN300-58455

Chemical Property of 4-(4-Methylbenzoyl)piperidine

Chemical Property:

• Melting Point: 68-70°C
• PSA: 29.10000
• LogP: 2.50610
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

98%Min ^*data from raw suppliers

4-(4-Methylbenzoyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2CCNCC2
• Uses: 4-(4-Methylbenzoyl)piperidine (cas# 74130-04-4) is a compound useful in organic synthesis.

Technology Process of 4-(4-Methylbenzoyl)piperidine

There total 9 articles about 4-(4-Methylbenzoyl)piperidine 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: 66.0%

1-(4-(4-methylbenzoyl)piperidin-1-yl)ethanone (887352-19-4) → 4-(4-methylbenzoyl)-piperidine (74130-04-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 90 ℃;

DOI:10.1021/acs.jmedchem.8b01483

Reference yield:

tert-butyl 4-(4-methylbenzoyl)piperidine-1-carboxylate (912768-78-6) → 4-(4-methylbenzoyl)-piperidine (74130-04-4)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1021/jm0309349

Reference yield:

4-cyanopiperidine (4395-98-6) → 4-(4-methylbenzoyl)-piperidine (74130-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 79 percent / NaHCO₃ / 20 h / 20 °C

2.1: Mg; I₂ / diethyl ether / Heating

2.2: diethyl ether / Heating

3.1: aq.HCl / methanol / Heating

With hydrogenchloride; iodine; sodium hydrogencarbonate; magnesium; In methanol; diethyl ether;

DOI:10.1021/jm0309349

upstream raw materials:

tert-butyl 4-(4-methylbenzoyl)piperidine-1-carboxylate

4-cyanopiperidine

4-carboxamidopiperidine

1-tert-butoxycarbonyl-4-cyanopiperidine

Downstream raw materials:

(1-Phenylsulfanyl-piperidin-4-yl)-p-tolyl-methanone

(4-methylphenyl)(piperidin-4-yl)methanol

Refernces

• 1、 Granchi, Carlotta,Lapillo, Margherita,Glasmacher, Sandra,Bononi, Giulia,Licari, Cristina,Poli, Giulio,El Boustani, Maguie,Caligiuri, Isabella,Rizzolio, Flavio,Gertsch, Jürg,Macchia, Marco,Minutolo, Filippo,Tuccinardi, Tiziano,Chicca, Andrea. "Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor". . p. 1932 - 1958. Retrieved 2019/02/26.
• 2、 Orjales, Aurelio,Mosquera, Ramón,Toledo, Antonio,Pumar, M. Carmen,García, Neftalí,Cortizo, Lourdes,Labeaga, Luis,Innerárity, Ana. "Syntheses and Binding Studies of New [(Aryl)(aryloxy)methyl]piperidine Derivatives and Related Compounds as Potential Antidepressant Drugs with High Affinity for Serotonin (5-HT) and Norepinephrine (NE) Transporters". . p. 5512 - 5532. Retrieved 2007/10/03.