1-Benzylpiperidine-4-carbaldehyde

Base Information

• Chemical Name: 1-Benzylpiperidine-4-carbaldehyde
• CAS No.: 22065-85-6
• Molecular Formula: C13H17NO
• Molecular Weight: 203.284
• Hs Code.: 29333990
• European Community (EC) Number: 244-757-7
• UNII: S5RKG3HX5A
• DSSTox Substance ID: DTXSID20176554
• Nikkaji Number: J285.424D
• Wikidata: Q72442756
• Mol file: 22065-85-6.mol

Synonyms:22065-85-6;1-Benzylpiperidine-4-carbaldehyde;1-Benzyl-4-piperidinecarboxaldehyde;N-Benzylpiperidine-4-carboxaldehyde;1-Benzyl-4-formylpiperidine;1-Benzylpiperidine-4-carboxaldehyde;1-benzyl-piperidine-4-carbaldehyde;N-Benzyl piperidine-4-carboxaldehyde;N-BENZYL-4-FORMYLPIPERIDINE;4-piperidinecarboxaldehyde, 1-(phenylmethyl)-;1-benzyl-4-piperidine-carboxaldehyde;MFCD02258902;S5RKG3HX5A;UNII-S5RKG3HX5A;4-formyl-N-benzylpiperidine;SCHEMBL700085;1-benzyl-4-piperidinecarbaldehyde;DTXSID20176554;1-benylpiperidine-4-carboxaldehyde;1-benzyl-4- piperidinecarbaldehyde;4-FORMYL-1-BENZYLPIPERIDINE;EINECS 244-757-7;N-Benzy-4-Piperidine Carboxaldehyde;STK400094;(1-benzyl)piperidine-4-carboxaldehyde;AKOS005453472;AB11696;AC-2104;CS-W007806;N-BENZYLPIPERIDINE-4-CARBALDEHYDE;1-(phenylmethyl)-4-piperidinecarbaldehyde;AS-14903;SY009110;N-BENZYL-4-PIPERIDINECARBOXALDEHYDE;N-Benzylpiperidine-4-carboxaldehyde, 95%;A4748;AM20050357;B3190;BB 0262314;FT-0638180;1-BENZYL- 4-PIPERIDINE CARBOXYALDEHYDE;EN300-117700;SR-01000944871;1-(PHENYLMETHYL)-4-PIPERIDINECARBOXALDEHYDE;Q-201450;SR-01000944871-1;Z994540218

Chemical Property of 1-Benzylpiperidine-4-carbaldehyde

Chemical Property:

• Appearance/Colour: colorless oil
• Vapor Pressure: 0.00119mmHg at 25°C
• Melting Point: 315
• Refractive Index: n20/D 1.537
• Boiling Point: 299.5 °C at 760 mmHg
• PKA: 8.04±0.10(Predicted)
• Flash Point: 104.3 °C
• PSA: 20.31000
• Density: 1.114 g/cm³
• LogP: 2.03540
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Air Sensitive
• Solubility.: Acetone (Slightly), Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Sli
• 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: 191

Purity/Quality:

98%, ^*data from raw suppliers

1-Benzyl-4-piperidine-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-28-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCC1C=O)CC2=CC=CC=C2
• Uses: Reactant for:Stereospecific allylic alkylationReactions of Grignard reagents with carbonyl compoundsFluorodenitrations and nitrodehalogenations for labeled PET ligands and fluoropharmaceuticalsSelective α1 receptor antagonistsReactant for synthesis of:DonepezilMCH-R1 antagonists

Technology Process of 1-Benzylpiperidine-4-carbaldehyde

There total 32 articles about 1-Benzylpiperidine-4-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: 97.5%

1-benzylpiperidine-4-carbonitrile (62718-31-4) → N-benzyl-4-formylpiperidine (22065-85-6)

Guidance literature:

1-benzylpiperidine-4-carbonitrile; With diisobutylaluminium hydride; In toluene; at 0 ℃; for 1h;

With water; sodium hydroxide; In methanol; toluene; for 0.5h; pH=8; Temperature;

Reference yield: 96.5%

1-benzylpiperidine-4-carboxylic acid methyl ester (10315-06-7) → N-benzyl-4-formylpiperidine (22065-85-6)

Guidance literature:

With red-aluminum/morpholine complex; In toluene; at -5 - 0 ℃; for 0.5h; Reagent/catalyst; Solvent; Inert atmosphere; Large scale;

Reference yield: 95.0%

pyrrolidine (123-75-1) + N-benzyl isonipecotic acid ethyl ester (24228-40-8) → N-benzyl-4-formylpiperidine (22065-85-6) + 1-benzyl-4-piperidinemethanol (67686-01-5) + N-benzyl-4-(pyrrolidin-1-ylmethyl)piperidine + N-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine

Guidance literature:

With Red-ALP; In various solvent(s); at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00143-0

upstream raw materials:

1-benzyl-4-piperidinemethanol

pyrrolidine

N-benzyl isonipecotic acid ethyl ester

1-benzyl-1,2,3,6-tetrahydropyridine-4-carbaldehyde

Downstream raw materials:

1-benzyl-4-(methoxyethenyl)piperidine

1-(2-methyl-6-benzothiazolyl)-3-(N-benzyl-4-piperidinyl)-2-propen-1-one

N-benzyl-4-[hydroxy(3-methoxyphenyl)methyl]piperidine

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

Refernces

• 1、 Tsai, Min-Ruei,Sun, Pei-Pei,Chang, Meng-Yang,Changa, Nein-Chen. "New approach to N-substituted-1,2,3,6-tetrahydro-pyridine-4-carbaldehyde, a precursor for synthesizing Aricept, isoguvacine, and deethylibophyllidine". . p. 613 - 617. Retrieved 2004.
• 2、 Hewage, Achala N. D. Punchi,Yao, Huili,Nammalwar, Baskar,Gnanasekaran, Krishna Kumar,Lovell, Scott,Bunce, Richard A.,Eshelman, Kate,Phaniraj, Sahishna M.,Lee, Molly M.,Peterson, Blake R.,Battaile, Kevin P.,Reitz, Allen B.,Rivera, Mario. "Small Molecule Inhibitors of the BfrB-Bfd Interaction Decrease Pseudomonas aeruginosa Fitness and Potentiate Fluoroquinolone Activity". supporting information. p. 8171 - 8184. Retrieved 2019/06/13.