1-(2-Methyl-6-phenylpyridin-3-yl)ethanone

Base Information

• Chemical Name: 1-(2-Methyl-6-phenylpyridin-3-yl)ethanone
• CAS No.: 5220-59-7
• Molecular Formula: C14H23N3O
• Molecular Weight: 211.263
• Nikkaji Number: J1.620.646F
• Mol file: 5220-59-7.mol

Synonyms:1-(2-methyl-6-phenylpyridin-3-yl)ethanone;2-Methyl-3-acetyl-6-phenylpyridine;MFCD03232356;1-(2-methyl-6-phenylpyridin-3-yl)ethan-1-one

Chemical Property of 1-(2-Methyl-6-phenylpyridin-3-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.000883mmHg at 25°C
• Boiling Point: 304.3°Cat760mmHg
• Flash Point: 137.8°C
• PSA: 45.98000
• Density: 1.11g/cm³
• LogP: 2.47440
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)C2=CC=CC=C2)C(=O)C

Technology Process of 1-(2-Methyl-6-phenylpyridin-3-yl)ethanone

There total 8 articles about 1-(2-Methyl-6-phenylpyridin-3-yl)ethanone 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: 98.0%

N-methyl-3-oxo-N-(3-oxo-3-phenylpropyl)-3-phenylpropan-1-aminium chloride (2298-49-9) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methyl-6-phenylpyridin-3-yl)ethan-1-one (5220-59-7)

Guidance literature:

With ammonium acetate; In water; at 80 ℃; for 2h; regioselective reaction; Green chemistry;

DOI:10.1021/acscombsci.5b00046

Reference yield: 93.0%

(E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one (1131-80-2,1201-93-0,31919-75-2) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methyl-6-phenylpyridin-3-yl)ethan-1-one (5220-59-7)

Guidance literature:

With ammonium acetate; K5; at 115 ℃; for 0.833333h;

DOI:10.1016/j.tet.2007.10.014

Reference yield: 84.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetophenone O-acetyloxime (19433-17-1) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methyl-6-phenylpyridin-3-yl)ethan-1-one (5220-59-7)

Guidance literature:

With lithium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01621

upstream raw materials:

4-amino-3-penten-2-one

diethyl ether

3-Oxo-3-phenylpropanal

(E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one

Downstream raw materials:

C₁₄H₁₂BrNO

(E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(2-methyl-6-phenylpyridin-3-yl)prop-2-en-1-one

Refernces

• 1、 Chen, Guang,Wang, Ze,Zhang, Xinying,Fan, Xuesen. "Synthesis of Functionalized Pyridines via Cu(II)-Catalyzed One-Pot Cascade Reactions of Inactivated Saturated Ketones with Electron-Deficient Enamines". . p. 11230 - 11237. Retrieved 2017/10/27.
• 2、 Jiang, Huanfeng,Yang, Jidan,Tang, Xiaodong,Li, Jianxiao,Wu, Wanqing. "Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines". . p. 8763 - 8771. Retrieved 2015/09/15.