Methyl 1-benzylpiperidine-2-carboxylate

Base Information

• Chemical Name: Methyl 1-benzylpiperidine-2-carboxylate
• CAS No.: 124619-69-8
• Molecular Formula: C14H19NO2
• Molecular Weight: 233.31
• DSSTox Substance ID: DTXSID70440030
• Mol file: 124619-69-8.mol

Synonyms:Methyl 1-benzylpiperidine-2-carboxylate;124619-69-8;methyl1-benzyl-piperidine-2-carboxylate;SCHEMBL7181767;DTXSID70440030;AB64433;1-benzyl-piperidine-2-carboxylic acid methyl ester

Chemical Property of Methyl 1-benzylpiperidine-2-carboxylate

Chemical Property:

• Boiling Point: 310.8±35.0 °C(Predicted)
• PKA: 7.62±0.10(Predicted)
• PSA: 29.54000
• Density: 1.093±0.06 g/cm3(Predicted)
• LogP: 2.15200
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.141578849
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

METHYL-1-BENZYLPIPERIDINE-2-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCN1CC2=CC=CC=C2

Technology Process of Methyl 1-benzylpiperidine-2-carboxylate

There total 4 articles about Methyl 1-benzylpiperidine-2-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: 90.0%

pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium(0) (124685-64-9) → 1-benzylpiperidine-2-carboxylic acid methyl ester (124619-69-8) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6)

Guidance literature:

With methanol; In methanol; Irradiation (UV/VIS); solid carbene complex is added to an oven-dried Pyrex pressure tube, followed by dry methanol, contents are degassed, purged with Ar, warmed to room temp., purged with CO, pressurized with 50-90 psi CO, irradiated (450 W) for 6 d; monitored by TLC, mixt. is filtered (Celite), evapg. in vacuo yields pure product; NMR, IR, elem. anal.;

Reference yield: 90.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) → 1-benzylpiperidine-2-carboxylic acid methyl ester (124619-69-8)

Guidance literature:

for 144h; under 2585.7 - 4654.3 Torr; Ambient temperature; Irradiation;

Reference yield: 82.0%

benzyl bromide (100-39-0) + methyl piperidine-2-carboxylate hydrochloride (32559-18-5) → 1-benzylpiperidine-2-carboxylic acid methyl ester (124619-69-8)

Guidance literature:

With sodium carbonate; In acetonitrile; for 4h; Heating;

DOI:10.1021/jo0163849

upstream raw materials:

benzyl bromide

methyl pipecolinate

methanol

carbon monoxide

Downstream raw materials:

C₂₂H₂₄BrN₃O₃

N-benzyl-2(2-propenyl)piperidine

N-Benzylpiperidine

1-Benzyl-piperidine-2-carboselenoic acid Se-methyl ester

Refernces

• 1、 Quirante, Josefina,Escolano, Carmen,Bonjoch, Josep. "A New Method to Generate α-Aminoalkyl Radicals: Treatment of Methyl α-Amino Selenoesters with Hydride Reagents. Synthesis of 6-Azabicyclo[3.2.1]octanes by Radical Cyclization". . p. 179 - 180. Retrieved 2007/10/03.
• 2、 Hegedus, Louis S.,Schwindt, Mark A.,De Lombaert, Stéphane,Imwinkelried, Rene. "Photolytic reactions of chromium aminocarbene complexes. Conversion of amides to α-amino acids". . p. 2264 - 2273. Retrieved 2007/10/02.