2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester

Base Information

• Chemical Name: 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester
• CAS No.: 52884-48-7
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 52884-48-7.mol

Synonyms:2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester

Chemical Property of 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester

There total 9 articles about 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester 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: 87.0%

ethyl (4-methylbenzoyl)acetate (27835-00-3) + dimethyl zinc(II) (544-97-8) → 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester (52884-48-7)

Guidance literature:

With [hydroxy(tosyloxy)iodo]benzene; magnesium sulfate; In toluene; at -78 ℃; for 18h; Inert atmosphere; Darkness;

DOI:10.1021/ol503384c

Reference yield: 86.0%

ethyl (4-methylbenzoyl)acetate (27835-00-3) → 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester (52884-48-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

DOI:10.1002/anie.201403587

Reference yield: 76.0%

2-acetylpropanoic acid ethyl ester (609-14-3) + p-toluoyl-1H-1,2,3-benzotriazole (59046-28-5) → 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester (52884-48-7)

Guidance literature:

2-acetylpropanoic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.666667h;

p-toluoyl-1H-1,2,3-benzotriazole; In tetrahydrofuran; at 20 ℃; for 14h;

With ammonium hydroxide; ammonium chloride; In tetrahydrofuran; water; for 1h; Heating;

DOI:10.1021/jo049274l

upstream raw materials:

ethyl (4-methylbenzoyl)acetate

methyl iodide

Methyl benzenesulfonate

2-acetylpropanoic acid ethyl ester

Downstream raw materials:

(1S,2S)-phenyl 4-hydroxy-1,2,3-trimethyl-5-oxo-2-(p-tolyl)cyclopent-3-enecarboxylate

(2E,5E)-phenyl 3-(benzhydryloxy)-2,5-dimethyl-4-oxo-6-(p-tolyl)hepta-2,5-dienoate

(E)-2-methyl-3-(p-tolyl)but-2-enoic acid

ethyl (2E)-2-methyl-3-(4-methylphenyl)but-2-enoate

Refernces

• 1、 Drouhin, Pauline,Taylor, Richard J. K.. "A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines". supporting information. p. 2333 - 2336. Retrieved 2015/04/22.
• 2、 Jolit, Anais,Walleser, Patrick M.,Yap, Glenn P. A.,Tius, Marcus A.. "Catalytic enantioselective nazarov cyclization: Construction of vicinal all-carbon-atom quaternary stereocenters". supporting information. p. 6180 - 6183. Retrieved 2014/06/23.