1-(4-Methoxyphenyl)-4-methylpentan-3-one

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)-4-methylpentan-3-one
• CAS No.: 100765-45-5
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• DSSTox Substance ID: DTXSID90556061
• Nikkaji Number: J2.090.299J
• Mol file: 100765-45-5.mol

Synonyms:1-(4-Methoxyphenyl)-4-methylpentan-3-one;100765-45-5;SCHEMBL2735609;DTXSID90556061;AKOS013827538

Chemical Property of 1-(4-Methoxyphenyl)-4-methylpentan-3-one

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(=O)CCC1=CC=C(C=C1)OC

Technology Process of 1-(4-Methoxyphenyl)-4-methylpentan-3-one

There total 25 articles about 1-(4-Methoxyphenyl)-4-methylpentan-3-one 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: 92.0%

S-phenyl 3-(4-methoxyphenyl)propanethioate (1346656-92-5) + isopropyl zinc bromide (77047-87-1) → 5-(p-methoxyphenyl)-2-methyl-3-pentanone (100765-45-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zinc(II) chloride; tricyclohexylphosphine; In tetrahydrofuran; at 28 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2013.11.104

Reference yield: 92.0%

isopropyl bromide (75-26-3) + 3-(4-methoxyphenyl)propionic acid ethanethiol ester (208453-06-9) → 5-(p-methoxyphenyl)-2-methyl-3-pentanone (100765-45-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylsilyl chloride; lithium iodide; zinc; tricyclohexylphosphine; at 20 ℃; for 24h; Glovebox;

DOI:10.1021/jacs.6b03897

Reference yield: 83.0%

3-(4-methoxyphenyl)propionyl chloride (15893-42-2) + 1-isopropyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt (73086-84-7) → 5-(p-methoxyphenyl)-2-methyl-3-pentanone (100765-45-5)

Guidance literature:

With manganese; (2,2'-bipyridine)nickel(II) dibromide; In N,N-dimethyl acetamide; acetonitrile; at 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c00554

upstream raw materials:

(+/-)-3-(4-methoxyphenylethyl)-2,2-dimethyloxirane

1-(4-methoxyphenyl)-4-methyl-1-penten-3-one

diisopropyl zinc

3-(4-methoxyphenyl)-thiopropionic acid (S)-dodecyl ester

Downstream raw materials:

1-(4-methoxyphenyl)-4-methylpentan-3-one (E)-oxime