1-Benzoylpiperidine-3-carboxylic acid

Base Information

• Chemical Name: 1-Benzoylpiperidine-3-carboxylic acid
• CAS No.: 13850-76-5
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Hs Code.: 2933399990
• European Community (EC) Number: 818-540-8
• DSSTox Substance ID: DTXSID00389680
• Mol file: 13850-76-5.mol

Synonyms:1-Benzoylpiperidine-3-carboxylic acid;13850-76-5;1-benzoyl-3-piperidinecarboxylic acid;3-Piperidinecarboxylic acid, 1-benzoyl-;ChemDiv2_000928;Oprea1_741423;Oprea1_855590;SCHEMBL1520334;DTXSID00389680;HMS1371K04;1-Benzoylpiperidine-3-carboxylicacid;MFCD01856779;STK501949;AKOS000133360;AKOS016037668;1-benzoyl-3-piperidine carboxylic acid;LS-02684;CS-0445635;EU-0009698;EN300-73037;1-(phenylcarbonyl)piperidine-3-carboxylic acid;F78666;SR-01000477685;SR-01000477685-1;Z85893820

Chemical Property of 1-Benzoylpiperidine-3-carboxylic acid

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

97% ^*data from raw suppliers

1-benzoylpiperidine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN(C1)C(=O)C2=CC=CC=C2)C(=O)O

Technology Process of 1-Benzoylpiperidine-3-carboxylic acid

There total 6 articles about 1-Benzoylpiperidine-3-carboxylic 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: 95.0%

benzoyl chloride (98-88-4) + nipecotic acid (498-95-3,262853-93-0) → (±)-1-benzoylpiperidine-3-carboxylic acid (13850-76-5)

Guidance literature:

benzoyl chloride; nipecotic acid; With potassium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 22h;

With hydrogenchloride; In water; at 0 ℃; pH=1 - 2;

DOI:10.1016/j.tetlet.2014.02.034

Reference yield:

ethyl 1-benzoyl-3-piperidinecarboxylate (116140-20-6) → (±)-1-benzoylpiperidine-3-carboxylic acid (13850-76-5)

Guidance literature:

ethyl 1-benzoyl-3-piperidinecarboxylate; With sodium hydroxide; In ethanol; water; at 20 ℃; for 1h;

With hydrogenchloride; In ethanol; water;

Reference yield:

C15H36BrNO2Si3 → (±)-1-benzoylpiperidine-3-carboxylic acid (13850-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; water / tetrahydrofuran; pentane / 4 h / -60 - 20 °C

2: potassium carbonate / water; dichloromethane / 4 h / 25 °C

With water; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; pentane;

DOI:10.1021/jacs.1c00249

upstream raw materials:

ethyl 1-benzoyl-3-piperidinecarboxylate

benzoyl chloride

nipecotic acid

5-bromopentanoic acid

Downstream raw materials:

1-benzoyl-3-piperidinecarbonyl chloride

(±)-N-((1-benzylpiperidin-3-yl)methyl)-2-methoxyethan-1-amine

(±)-N-((1-benzylpiperidin-3-yl)methyl)-3-methoxypropan-1-amine

(±)-tert-butyl((1-benzylpiperidin-3-yl)methyl)(2-methoxyethyl)carbamate