1-Benzylpiperidine-3-carbaldehyde

Base Information

• Chemical Name: 1-Benzylpiperidine-3-carbaldehyde
• CAS No.: 145022-00-0
• Molecular Formula: C13H17NO
• Molecular Weight: 203.28018
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70439964
• Mol file: 145022-00-0.mol

Synonyms:1-benzylpiperidine-3-carbaldehyde;145022-00-0;1-Benzyl-piperidine-3-carbaldehyde;SCHEMBL1536071;DTXSID70439964;VXLGEGLTEVHHOC-UHFFFAOYSA-N;VFA02200;1 -benzylpiperidine-3-carboxaldehyde;AKOS011954120;AM100251;CS-0334066;1-Benzylpiperidine-3-carbaldehyde, AldrichCPR

Chemical Property of 1-Benzylpiperidine-3-carbaldehyde

Chemical Property:

• Boiling Point: 299.5±33.0 °C(Predicted)
• PKA: 8.02±0.10(Predicted)
• PSA: 20.31000
• Density: 1.114±0.06 g/cm3(Predicted)
• LogP: 2.03540
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

97% ^*data from raw suppliers

1-Benzylpiperidine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN(C1)CC2=CC=CC=C2)C=O

Technology Process of 1-Benzylpiperidine-3-carbaldehyde

There total 4 articles about 1-Benzylpiperidine-3-carbaldehyde 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:

Rochelle's salt (304-59-6) + ethyl 1-benzylpiperidine-3-carboxylate (72551-53-2) → 1-benzyl-3-formylpiperidine (145022-00-0)

Guidance literature:

With diisobutylaluminium hydride; In methanol; ethyl acetate; toluene;

Reference yield:

1-benzyl-3-(hydroxymethyl)piperidine (85387-44-6) → 1-benzyl-3-formylpiperidine (145022-00-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, from -65 deg C to -60 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT, 6 h;

DOI:10.1021/jm00101a012

Reference yield:

3-(hydroxymethy)piperidine (4606-65-9) → 1-benzyl-3-formylpiperidine (145022-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₃N, 2.) LiAlH₄ / 1.) THF, 48 h, 2.) THF, reflux, 17 h

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, from -65 deg C to -60 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT, 6 h

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1021/jm00101a012

upstream raw materials:

1-benzyl-3-(hydroxymethyl)piperidine

3-(hydroxymethy)piperidine

benzoyl chloride

Rochelle's salt

Downstream raw materials:

1-benzyl-3-<2-(4-fluorophenyl)-2-hydroxyethyl>piperidine

1-benzyl-3-(formylmethyl)piperidine

2-(1-benzyl-piperidin-3-yl)-1-(4-fluoro-phenyl)-ethanone