1-(Phenylmethyl)-4-piperidinepropanal

Base Information

• Chemical Name: 1-(Phenylmethyl)-4-piperidinepropanal
• CAS No.: 120014-31-5
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.338
• DSSTox Substance ID: DTXSID901287644
• Mol file: 120014-31-5.mol

Synonyms:1-(Phenylmethyl)-4-piperidinepropanal;SCHEMBL7543718;UQBIONUYOIPRBJ-UHFFFAOYSA-N;DTXSID901287644;120014-31-5;3-(1-benzyl-piperidin-4-yl)-propionaldehyde

Chemical Property of 1-(Phenylmethyl)-4-piperidinepropanal

Chemical Property:

• XLogP3: 2.3
• 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(CCC1CCC=O)CC2=CC=CC=C2

Technology Process of 1-(Phenylmethyl)-4-piperidinepropanal

There total 10 articles about 1-(Phenylmethyl)-4-piperidinepropanal 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: 64.0%

3-(1-Benzyl-piperidin-4-yl)-propan-1-ol (124438-29-5) → 3-(1-benzylpiperidin-4-yl)propanal (120014-31-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.75h;

DOI:10.1021/jm030905y

Reference yield:

N-benzyl-4-formylpiperidine (22065-85-6) → 3-(1-benzylpiperidin-4-yl)propanal (120014-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHMDS / tetrahydrofuran

2: H₂ / Pd/C / ethanol / 2172.02 Torr

3: LAH / tetrahydrofuran

With lithium aluminium tetrahydride; hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1: Horner-Emmons-Wittig reaction / 4: Swern oxidation;

DOI:10.1016/j.bmcl.2005.02.030

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → 3-(1-benzylpiperidin-4-yl)propanal (120014-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / H₂ / Pd/C; Rh/C / 2 h / 76000 Torr

2: 75 percent / K₂CO₃ / ethanol / 2 h / Heating

3: 64 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.75 h / -60 °C

With oxalyl dichloride; hydrogen; potassium carbonate; dimethyl sulfoxide; palladium on activated charcoal; Rh on carbon; In ethanol; dichloromethane;

DOI:10.1021/jm030905y

upstream raw materials:

3-(1-Benzyl-piperidin-4-yl)-propan-1-ol

(E)-3-(1-Benzyl-piperidin-4-yl)-acrylic acid ethyl ester

1-phenylmethyl-4-piperidone

N-benzyl-4-formylpiperidine

Downstream raw materials:

1-benzyl-4-{2-[4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-ethyl}-piperidine

N-[3-(1-benzylpiperidin-4-yl)propyl]prop-2-yn-1-amine

5-(((3-(1-benzylpiperidin-4-yl)propyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

4-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)butanenitrile