4-(4-Methoxybenzoyl)pyridine

Base Information

• Chemical Name: 4-(4-Methoxybenzoyl)pyridine
• CAS No.: 14548-47-1
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70163055
• Nikkaji Number: J41.568E
• Wikidata: Q83031899
• Mol file: 14548-47-1.mol

Synonyms:14548-47-1;(4-Methoxyphenyl)(4-pyridyl)methanone;4-(4-Methoxybenzoyl)pyridine;p-Anisyl 4-pyridyl ketone;p-Methoxyphenyl 4-pyridyl ketone;Ketone, p-anisyl 4-pyridyl;(4-Methoxyphenyl)(4-pyridyl) ketone;(4-methoxyphenyl)-pyridin-4-ylmethanone;Methanone, (4-methoxyphenyl)-4-pyridinyl-;KETONE, (p-METHOXYPHENYL) 4-PYRIDYL;Pyridine, 4-(4-methoxybenzoyl)-;BRN 0392709;MFCD01716434;SCHEMBL11276575;DTXSID70163055;Ketone, p-methoxyphenyl 4-pyridyl;AKOS000279636;(4-Methoxyphenyl)-4-pyridinyl-methanone;AS-53610;LS-87279;SY058187;P16757;EN300-1072057;Z385418482

Chemical Property of 4-(4-Methoxybenzoyl)pyridine

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 368.3°Cat760mmHg
• Flash Point: 176.5°C
• PSA: 39.19000
• Density: 1.154g/cm³
• LogP: 2.32120
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

(4-METHOXYPHENYL)-4-PYRIDINYL-METHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C2=CC=NC=C2

Technology Process of 4-(4-Methoxybenzoyl)pyridine

There total 11 articles about 4-(4-Methoxybenzoyl)pyridine 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: 90.0%

4-[(4-methoxyphenyl)methyl]pyridine (35854-35-4) → (4-methoxyphenyl)(pyridin-4-yl)methanone (14548-47-1)

Guidance literature:

With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,1,2,2-tetrachloroethane; at 130 ℃; for 12h; Autoclave;

DOI:10.1016/j.tet.2015.07.042

Reference yield: 89.0%

pyridine-4-carbaldehyde (872-85-5) + 4-methoxyphenyl triflate (66107-29-7) → (4-methoxyphenyl)(pyridin-4-yl)methanone (14548-47-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In toluene; at 110 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201710241

Reference yield: 53.0%

1-(4-methoxybenzyl)pyridin-1-ium chloride (98349-72-5) → (4-methoxyphenyl)(pyridin-4-yl)methanone (14548-47-1)

Guidance literature:

With (5,10,15,20-tetrakis(p-methoxyphenyl)-21H,23H-porphyrinate)cobalt(II); oxygen; sodium hydroxide; In 1,2-dichloro-ethane; acetonitrile; at 20 ℃; for 9h; Irradiation;

DOI:10.1007/s11426-020-9958-6

upstream raw materials:

pyridine-4-carbonitrile

1-bromo-4-methoxy-benzene

4-(chlorocarbonyl)pyridine

methoxybenzene

Downstream raw materials:

Z-1-(4-Acetoxyphenyl)-1-(4-pyridyl)-2-phenyl-but-1-en

E-1-(4-Acetoxyphenyl)-1-(4-pyridyl)-2-phenyl-but-1-en

Z-1-(4-Hydroxyphenyl)-1-(4-pyridyl)-2-phenyl-but-1-en

E-1-(4-Hydroxyphenyl)-1-(4-pyridyl)-2-phenyl-but-1-en

Refernces

• 1、 Jung, Sungwoo,Lee, Hyeonyeong,Moon, Yonghoon,Jung, Hoi-Yun,Hong, Sungwoo. "Site-selective c-h acylation of pyridinium derivatives by photoredox catalysis". . p. 9891 - 9896. Retrieved 2019/10/14.
• 2、 Sterckx, Hans,De Houwer, Johan,Mensch, Carl,Herrebout, Wouter,Tehrani, Kourosch Abbaspour,Maes, Bert U.W.. "Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen". supporting information. p. 144 - 153. Retrieved 2016/04/05.