Methyl 1-benzylpiperidine-4-carboxylate

Base Information

• Chemical Name: Methyl 1-benzylpiperidine-4-carboxylate
• CAS No.: 10315-06-7
• Molecular Formula: C14H19NO2
• Molecular Weight: 233.31
• Hs Code.: 29333990
• ChEMBL ID: CHEMBL4582396
• DSSTox Substance ID: DTXSID00465832
• Nikkaji Number: J1.749.203I
• Wikidata: Q72488174
• Mol file: 10315-06-7.mol

Synonyms:Methyl 1-benzylpiperidine-4-carboxylate;10315-06-7;4-Piperidinecarboxylic acid, 1-(phenylmethyl)-, methyl ester;1-Benzylpiperidine-4-carboxylic acid methyl ester;MFCD09750949;Methyl1-benzylpiperidine-4-carboxylate;methyl n-benzylpiperidine-4-carboxylate;1-benzyl-piperidine-4-carboxylic acid methyl ester;Methyl N-benzylisonipecotinate;SCHEMBL2794872;CHEMBL4582396;DTXSID00465832;MXOZSPRDEKPWCW-UHFFFAOYSA-N;AKOS005259861;methyl 1-benzylpiperidin-4-carboxylate;AC-5456;SY004284;Methyl (1-benzylpiperidin-4-yl)carboxylate;AM20020114;CS-0019390;FT-0645160;EN300-83231;A800686;Z54750611;1-(phenylmethyl)-4-piperidinecarboxylic acid methyl ester

Chemical Property of Methyl 1-benzylpiperidine-4-carboxylate

Chemical Property:

• Appearance/Colour: White or off-white crystalline powder
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 310.755 °C at 760 mmHg
• PKA: 7.86±0.10(Predicted)
• Flash Point: 108.437 °C
• PSA: 29.54000
• Density: 1.093 g/cm³
• LogP: 2.00950
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.141578849
• Heavy Atom Count: 17
• Complexity: 241

Purity/Quality:

≥98% ^*data from raw suppliers

Methyl1-Benzylpiperidine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCN(CC1)CC2=CC=CC=C2

Technology Process of Methyl 1-benzylpiperidine-4-carboxylate

There total 10 articles about Methyl 1-benzylpiperidine-4-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: 98.6%

isonipecotic acid methyl ester (2971-79-1) + benzyl chloride (100-44-7) → 1-benzylpiperidine-4-carboxylic acid methyl ester (10315-06-7)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 10 - 20 ℃; for 1.5h; Solvent; Temperature; Reflux; Large scale;

Reference yield: 96.5%

4-piperidinecarboxylic acid methyl ester hydrochloride + benzyl chloride (100-44-7) → 1-benzylpiperidine-4-carboxylic acid methyl ester (10315-06-7)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; for 3h; Reflux; Large scale;

Reference yield: 96.0%

isonipecotic acid methyl ester (2971-79-1) + 4-nitrophenyl bis(carboethoxy) benzylylide → 1-benzylpiperidine-4-carboxylic acid methyl ester (10315-06-7)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 24h; Molecular sieve;

DOI:10.1016/j.cclet.2021.06.069

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

benzyl chloride

methyl piperidine-4-carboxylate hydrochloride

benzyl bromide

Downstream raw materials:

1-benzylpiperidine-4-carboxylic acid hydrochloride

N-benzyl-4-(2-hydroxy-2-propyl)piperidine

(1-benzyl-4-fluoropiperidin-4-yl)methanol

4-aminomethyl-1-benzylpiperidine

Refernces

• 1、 -. "Synthesis method of N-benzyl-4-piperidine formaldehyde". Paragraph 0030; 0033-0034. . Retrieved 2020/08/18.
• 2、 Wang, Jin,Wang, Zhi-Min,Li, Xue-Mei,Li, Fan,Wu, Jia-Jia,Kong, Ling-Yi,Wang, Xiao-Bing. "Synthesis and evaluation of multi-target-directed ligands for the treatment of Alzheimer's disease based on the fusion of donepezil and melatonin". . p. 4324 - 4338. Retrieved 2016/08/23.