Piperidine-4-carbaldehyde

Base Information

• Chemical Name: Piperidine-4-carbaldehyde
• CAS No.: 50675-20-2
• Molecular Formula: C6H11NO
• Molecular Weight: 113.159
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70560989
• Nikkaji Number: J1.531.825B
• Wikidata: Q72500308
• Mol file: 50675-20-2.mol

Synonyms:Piperidine-4-carbaldehyde;50675-20-2;4-Formylpiperidine;4-piperidinecarboxaldehyde;4-Formylpiperidine, trimer;4-Formylpiperidine Trimer;4-formyl piperidine;Piperidine-4-carboxaldehyde;SCHEMBL98342;4-Formylpiperidine, AldrichCPR;Piperidine-4-carbaldehyde trimer;DTXSID70560989;AKOS006340216;PS-9240;AC-31130;AM100891;E77609;EN300-6446048;A828242;J-523975

Chemical Property of Piperidine-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.864mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 181.168 °C at 760 mmHg
• PKA: 9.89±0.10(Predicted)
• Flash Point: 80.848 °C
• PSA: 26.30000
• Density: 1.038 g/cm³
• LogP: 0.96290
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 76.6

Purity/Quality:

98%min ^*data from raw suppliers

4-Formylpiperidine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C=O

Technology Process of Piperidine-4-carbaldehyde

There total 4 articles about Piperidine-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:

tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → piperidine-4-carbaldehyde (50675-20-2)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1248/cpb.49.822

Reference yield:

4-piperidinemethanol (6457-49-4) → piperidine-4-carbaldehyde (50675-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / ethyl acetate; tetrahydrofuran / 14 h / 20 °C

2: 40 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h / 20 °C

3: TFA / 20 °C

With Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1248/cpb.49.822

Reference yield:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → piperidine-4-carbaldehyde (50675-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h / 20 °C

2: TFA / 20 °C

With Dess-Martin periodane; trifluoroacetic acid; In dichloromethane;

DOI:10.1248/cpb.49.822

upstream raw materials:

tert butyl 4-formylpiperidine-1-carboxylate

4-piperidinemethanol

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

4-carbethoxypiperidine

Downstream raw materials:

1-(3-methylbenzyl)-2-(4-(2-(2-phenyl-1H-benzo[d]imidazol-1-yl)-2-(piperidin-4-yl)ethoxy)phenyl)-1H-benzo[d]imidazole

1-(4-fluorobenzyl)-2-(4-(2-(2-phenyl-1H-benzo[d]imidazol-1-yl)-2-(piperidin-4-yl)ethoxy)phenyl)-1H-benzo[d]imidazole

C₄₀H₃₇N₅O

2-phenyl-1-(1-(piperidin-4-yl)-2-(4-(1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-2-yl)phenoxy)ethyl)-1H-benzo[d]imidazole

Refernces

• 1、 Li, Tingting,Hammond, Gerald B.,Xu, Bo. "Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and α-Ketoamides". supporting information. p. 9737 - 9741. Retrieved 2021/05/31.
• 2、 Kazmierski, Wieslaw M.,Maynard, Andrew,Duan, Maosheng,Baskaran, Sam,Botyanszki, Janos,Crosby, Renae,Dickerson, Scott,Tallant, Matthew,Grimes, Rick,Hamatake, Robert,Leivers, Martin,Roberts, Christopher D.,Walker, Jill. "Novel spiroketal pyrrolidine GSK2336805 potently inhibits key hepatitis C virus genotype 1b mutants: From lead to clinical compound". . p. 2058 - 2073. Retrieved 2014/04/03.