α-methyl 4-methylphenylacetyl chloride

Base Information

• Chemical Name: α-methyl 4-methylphenylacetyl chloride
• CAS No.: 51631-67-5
• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.65
• Mol file: 51631-67-5.mol

Synonyms:α-methyl 4-methylphenylacetyl chloride

Chemical Property of α-methyl 4-methylphenylacetyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-methyl 4-methylphenylacetyl chloride

There total 2 articles about α-methyl 4-methylphenylacetyl chloride 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%

(R,S)-2-(4'-methylphenyl) propionic acid (938-94-3) → α-methyl 4-methylphenylacetyl chloride (51631-67-5)

Guidance literature:

With thionyl chloride; In hexane; for 2h; Heating;

Reference yield:

4-tolylacetic acid (622-47-9) → α-methyl 4-methylphenylacetyl chloride (51631-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium diisopropyl amide / tetrahydrofuran / -78 - 0 °C

2: thionyl chloride / 2 h / Reflux

With thionyl chloride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/ol200149s

Reference yield: 91.0%

α-methyl 4-methylphenylacetyl chloride (51631-67-5) + bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) → methyl 4-(methylphenyl)penta-2,3-dienoate

Guidance literature:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With i-PrMgBr; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

α-methyl 4-methylphenylacetyl chloride; With triethylamine; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152271

upstream raw materials:

(R,S)-2-(4'-methylphenyl) propionic acid

4-tolylacetic acid

Downstream raw materials:

(4-methylphenyl)methylketene

diazo-3-(4-methylphenyl)-2-butanone

(1R,3S,4S,7S)-1,3,4,5,6,7-Hexamethyl-3-p-tolyl-bicyclo[2.2.1]hept-5-en-2-one

(1R,3R,4S,7S)-1,3,4,5,6,7-Hexamethyl-3-p-tolyl-bicyclo[2.2.1]hept-5-en-2-one

Refernces

• 1、 Greenhalgh, Mark D.,Laina-Martín, Víctor,Neyyappadath, Rifahath M.,Qu, Shen,Smith, Andrew D.,Smith, Samuel M.. "Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters". supporting information. p. 16572 - 16578. Retrieved 2020/09/09.
• 2、 Ochiana, Stefan O.,Pandarinath, Vidya,Wang, Zhouxi,Kapoor, Rishika,Ondrechen, Mary Jo,Ruben, Larry,Pollastri, Michael P.. "The human Aurora kinase inhibitor danusertib is a lead compound for anti-trypanosomal drug discovery via target repurposing". . p. 777 - 784. Retrieved 2013/05/09.