Ethyl 1-benzoylpiperidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-benzoylpiperidine-3-carboxylate
• CAS No.: 116140-20-6
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• DSSTox Substance ID: DTXSID401280950
• Mol file: 116140-20-6.mol

Synonyms:Ethyl 1-benzoylpiperidine-3-carboxylate;ethyl 1-benzoyl-3-piperidinecarboxylate;116140-20-6;3-Piperidinecarboxylic acid, 1-benzoyl-, ethyl ester;ethyl 1-(phenylcarbonyl)piperidine-3-carboxylate;Oprea1_260592;SCHEMBL1223375;VNKOZWJLERRJGK-UHFFFAOYSA-N;DTXSID401280950;STK028088;AKOS002919274;AKOS016041731

Chemical Property of Ethyl 1-benzoylpiperidine-3-carboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 261.13649347
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCCN(C1)C(=O)C2=CC=CC=C2

Technology Process of Ethyl 1-benzoylpiperidine-3-carboxylate

There total 6 articles about Ethyl 1-benzoylpiperidine-3-carboxylate 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: 98.0%

benzoyl chloride (98-88-4) + Ethyl nipecotate (71962-74-8) → ethyl 1-benzoyl-3-piperidinecarboxylate (116140-20-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1.75h;

DOI:10.1055/s-0034-1378722

Reference yield: 87.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + Ethyl nipecotate (71962-74-8) → ethyl 1-benzoyl-3-piperidinecarboxylate (116140-20-6) + ethyl 1-(2-oxo-2-phenylacetyl)-3-piperidinecarboxylate

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; for 24h; under 30003 Torr; Pressure; chemoselective reaction; Inert atmosphere; Autoclave;

DOI:10.1007/s00706-014-1254-1

Reference yield: 72.0%

1-benzoyloxypiperidine-3-carboxylic acid ethyl ester + Benzoylformic acid (611-73-4) → ethyl 1-benzoyl-3-piperidinecarboxylate (116140-20-6)

Guidance literature:

With copper diacetate; triethylamine; In N,N-dimethyl acetamide; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.202100381

upstream raw materials:

benzoyl chloride

Ethyl nipecotate

1-benzoyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

3-pyridinecarboxylic acid ethyl ester

Downstream raw materials:

benzoyl-1 methyl-3 carbethoxy-3 piperidine

ethyl 1-benzoyl-3-benzylpiperidine-3-carboxylate

1'-benzoylspiro[indene-2,3'-piperidin]-1(3H)-one

1-benzoyl-3-benzylpiperidine-3-carboxylic acid