4-(2-Oxopiperidin-1-yl)benzoic acid

Base Information

• Chemical Name: 4-(2-Oxopiperidin-1-yl)benzoic acid
• CAS No.: 175153-03-4
• Molecular Formula: C12H13NO3
• Molecular Weight: 219.24
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID80426805
• Mol file: 175153-03-4.mol

Synonyms:4-(2-oxopiperidin-1-yl)benzoic acid;175153-03-4;4-(2-Oxopiperidin-1-yl)benzoicacid;4-(2-oxo-piperidin-1-yl)benzoic acid;4-(2-oxo-piperidin-1-yl)-benzoic acid;Benzoic acid,4-(2-oxo-1-piperidinyl)-;4-(2-OXO-PIPERIDIN-1-YL)-BENZOICACID;SCHEMBL322211;DTXSID80426805;WNHDBSPODXLMRX-UHFFFAOYSA-N;MFCD04037157;AKOS000199605;4-(2-oxo-piperidin-1-yl) benzoic acid;BS-14055;CS-0234948;EN300-15042;4-(2-oxopiperidin-1-yl)benzoic acid, AldrichCPR;J-513342;Z113655202

Chemical Property of 4-(2-Oxopiperidin-1-yl)benzoic acid

Chemical Property:

• Boiling Point: 508.3 °C at 760 mmHg
• Flash Point: 261.2 °C
• PSA: 57.61000
• Density: 1.284 g/cm³
• LogP: 1.96670
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 219.08954328
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

99%min ^*data from raw suppliers

4-(2-Oxopiperidin-1-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(=O)C1)C2=CC=C(C=C2)C(=O)O

Technology Process of 4-(2-Oxopiperidin-1-yl)benzoic acid

There total 10 articles about 4-(2-Oxopiperidin-1-yl)benzoic acid 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%

N-(4-ethoxycarbonylphenyl)-2-piperidone (444815-14-9) → 4-[(2-oxo-piperidine)-1-yl]benzoic acid (175153-03-4)

Guidance literature:

With sodium hydroxide; In methanol; water; for 1h;

DOI:10.1016/j.bmc.2018.09.012

Reference yield: 68.0%

methyl 4-(2-oxopiperidin-1-yl)benzoate (503614-97-9) → 4-[(2-oxo-piperidine)-1-yl]benzoic acid (175153-03-4)

Guidance literature:

With sodium hydroxide; In methanol; water; for 1.5h; Inert atmosphere;

DOI:10.1080/14756366.2021.1941920

Reference yield:

piperidin-2-one (675-20-7) → 4-[(2-oxo-piperidine)-1-yl]benzoic acid (175153-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; CuI; 1,10-phenanthroline / dimethylsulfoxide / 120 - 125 °C

2: NaOH / methanol / 20 - 50 °C

With sodium hydroxide; copper(l) iodide; 1,10-Phenanthroline; potassium carbonate; In methanol; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2007.06.029

upstream raw materials:

methyl 4-(2-oxopiperidin-1-yl)benzoate

piperidin-2-one

methyl 4-iodobenzoate

4-(5-chloro-pentanoylamino)-benzoic acid methyl ester

Downstream raw materials:

5-chloro-N-(5-chloropyridin-2-yl)-2-({4-[(2-oxopiperidine)-1-yl]benzoyl}amino)benzamide

5-chloro-N-(5-chloropyridin-2-yl)-3-methoxy-2-[4-(2-oxopiperidin-1-yl)benzoylamino]benzamide

(S)-N-(4-chlorophenyl)-2-(4-(2-oxopiperidin-1-yl)benzoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

3-[4-(2-oxo-piperidin-1-yl)-benzoylamino]-propionic acid methyl ester

Refernces

• 1、 Xing, Junhao,Yang, Lingyun,Zhou, Jinpei,Zhang, Huibin. "Design, synthesis and biological evaluation of anthranilamide derivatives as potential factor Xa (fXa) inhibitors". . p. 5987 - 5999. Retrieved 2018/11/23.
• 2、 -. "3,4-dibenzamido benzamide derivative, preparation method and application thereof". Paragraph 0079; 0080. . Retrieved 2016/12/22.