4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl-

Base Information

• Chemical Name: 4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl-
• CAS No.: 26979-21-5
• Molecular Formula: C19H21 N O
• Molecular Weight: 279.382
• Hs Code.: 2933399090
• European Community (EC) Number: 248-151-3
• NSC Number: 87968
• UNII: Z4849LRB9K
• DSSTox Substance ID: DTXSID50181479
• Nikkaji Number: J77.359J
• Wikidata: Q83052108
• Mol file: 26979-21-5.mol

Synonyms:1-Benzyl-4-phenylpiperidine-4-carbaldehyde;26979-21-5;4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl-;1-Benzyl-4-formyl-4-phenylpiperidine;Isonipecotaldehyde, 1-benzyl-4-phenyl-;1-Benzyl-4-phenyl-4-piperidinecarboxaldehyde;EINECS 248-151-3;NSC 87968;BRN 1480910;Z4849LRB9K;NSC-87968;4-Phenyl-1-(phenylmethyl)-4-piperidinecarboxaldehyde;Isonipecotaldehyde,;NSC87968;UNII-Z4849LRB9K;SCHEMBL10965632;DTXSID50181479;WLN: T6NTJ A1R& DVH DR;1-Benzyl-4-phenyl-4-piperidinecarbaldehyde;LS-114479;EN300-24297751;4-Phenyl-1-(phenylmethyl)piperidine-4-carbaldehyde;4-Piperidinecarboxaldehyde, 4-phenyl-1-(phenylmethyl)-;Z2182004732

Chemical Property of 4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl-

Chemical Property:

• Vapor Pressure: 1E-06mmHg at 25°C
• Boiling Point: 403.7°Cat760mmHg
• Flash Point: 146.3°C
• PSA: 20.31000
• Density: 1.14g/cm³
• LogP: 3.35720
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 279.162314293
• Heavy Atom Count: 21
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1(C=O)C2=CC=CC=C2)CC3=CC=CC=C3

Technology Process of 4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl-

There total 1 articles about 4-Piperidinecarboxaldehyde, 1-benzyl-4-phenyl- 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: 48.0%

1-benzyl-4-cyano-4-phenylpiperidine (56243-25-5) → 1-benzyl-4-phenyl-piperidine-4-carbaldehyde (26979-21-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2006.04.061

Reference yield: 85.0%

1-benzyl-4-phenyl-piperidine-4-carbaldehyde (26979-21-5) + trimethyl phosphonoacetate (5927-18-4) → (E)-3-(1-Benzyl-4-phenyl-piperidin-4-yl)-acrylic acid methyl ester

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2006.04.061

Reference yield:

1-benzyl-4-phenyl-piperidine-4-carbaldehyde (26979-21-5) → 3-[4-(4-bromo-phenyl)-piperidin-4-yl]-propionic acid methyl ester (538324-30-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NaH / tetrahydrofuran

2: 97 percent / HCO₂NH₄ / Pd(OH)2/C / methanol / 60 °C

3: 54 percent / 3,5-dibromohydantoin; MeSO₃H / CH₂Cl₂

With methanesulfonic acid; 3,5-dibromohydantoin; ammonium formate; sodium hydride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; 1: Horner-Emmons reaction;

DOI:10.1016/j.bmcl.2006.04.061

upstream raw materials:

1-benzyl-4-cyano-4-phenylpiperidine

Downstream raw materials:

3-[4-(4-bromo-phenyl)-piperidin-4-yl]-propionic acid methyl ester

3-(1-benzyl-4-phenyl-piperidin-4-yl)-propionic acid methyl ester

4-(4-bromo-phenyl)-4-(2-methoxycarbonyl-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

4-(4-bromo-phenyl)-4-[2-(3,4-difluoro-phenylcarbamoyl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester