1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde

Base Information

• Chemical Name: 1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde
• CAS No.: 1027259-08-0
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.338
• DSSTox Substance ID: DTXSID601252830
• Mol file: 1027259-08-0.mol

Synonyms:DTXSID601252830;AKOS011950199;1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde;1027259-08-0

Chemical Property of 1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 231.162314293
• Heavy Atom Count: 17
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCC1C=O)CCCC2=CC=CC=C2

Technology Process of 1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde

There total 5 articles about 1-(3-Phenylpropyl)-4-piperidinecarboxaldehyde 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:

4-(1,3-dioxolan-2-yl)-N-(3-phenyl-propyl)piperidine hydrobromide → 1-(3-Phenyl-propyl)-piperidine-4-carbaldehyde (1027259-08-0)

Guidance literature:

With sulfuric acid; In water; at 110 ℃; for 0.566667h; microwave irradiation;

DOI:10.1021/jm070763y

Reference yield:

4-carbethoxypiperidine (1126-09-6) → 1-(3-Phenyl-propyl)-piperidine-4-carbaldehyde (1027259-08-0)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / ethanol / 72 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 18 h / Heating

3: 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; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00101a012

Reference yield:

ethyl 1-(3-phenylpropyl)piperidine-4-carboxylate (21327-50-4) → 1-(3-Phenyl-propyl)-piperidine-4-carbaldehyde (1027259-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 18 h / Heating

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; In tetrahydrofuran;

DOI:10.1021/jm00101a012

upstream raw materials:

1-(3-phenylpropyl)-4-(hydroxymethyl)piperidine

4-carbethoxypiperidine

ethyl 1-(3-phenylpropyl)piperidine-4-carboxylate

phenylpropyl chloride