Phenyl 1-(4-methylphenyl)propyl ketone

Base Information

• Chemical Name: Phenyl 1-(4-methylphenyl)propyl ketone
• CAS No.: 146790-89-8
• Molecular Formula: C₁₇H₁₈O
• Molecular Weight: 238.329
• Mol file: 146790-89-8.mol

Synonyms:Phenyl 1-(4-methylphenyl)propyl ketone

Chemical Property of Phenyl 1-(4-methylphenyl)propyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Phenyl 1-(4-methylphenyl)propyl ketone

There total 10 articles about Phenyl 1-(4-methylphenyl)propyl ketone 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: 73.0%

1-methyl-4-nitrobenzene (99-99-0) + propiophenone (495-40-9) → Phenyl 1-(4-methylphenyl)propyl ketone (146790-89-8)

Guidance literature:

With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; In cyclohexane; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04104

Reference yield: 53.0%

4-trimethylammonium-toluene trifluoromethanesulfonate + propiophenone (495-40-9) → Phenyl 1-(4-methylphenyl)propyl ketone (146790-89-8)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride; lithium tert-butoxide; In tetrahydrofuran; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ob01299j

Reference yield:

(E)-4-methylcinnamyl acetate (77134-00-0) → Phenyl 1-(4-methylphenyl)propyl ketone (146790-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tricyclohexylphosphine / ethyl acetate / 12 h / 60 °C / Inert atmosphere; Sealed tube

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydrogen difluoride / hexane; methanol / 15 h / 70 °C / Inert atmosphere; Glovebox; Sealed tube

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium hydrogen difluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tricyclohexylphosphine; In methanol; hexane; ethyl acetate;

DOI:10.1002/chem.202103851

upstream raw materials:

1-(1-chloropropyl)-4-methylbenzene

mercury(II) cyanide

propiophenone

4-Methylphenylazo tert-butyl sulfide

Refernces

• 1、 Escudero-Casao, Margarita,Licini, Giulia,Orlandi, Manuel. "Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System". supporting information. p. 3289 - 3294. Retrieved 2021/04/07.
• 2、 Li, Jing,Wang, Zhong-Xia. "Nickel catalyzed α-arylation of ketones with aryltrimethylammonium triflates". . p. 7579 - 7584. Retrieved 2016/08/16.