4-Methoxycarbonyl-benzyl-mesitylen

Base Information

• Chemical Name: 4-Methoxycarbonyl-benzyl-mesitylen
• CAS No.: 51919-72-3
• Molecular Formula: C₁₈H₂₀O₂
• Molecular Weight: 268.356
• Mol file: 51919-72-3.mol

Synonyms:4-Methoxycarbonyl-benzyl-mesitylen

Chemical Property of 4-Methoxycarbonyl-benzyl-mesitylen

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4-Methoxycarbonyl-benzyl-mesitylen

There total 6 articles about 4-Methoxycarbonyl-benzyl-mesitylen 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: 88.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + 2-mesitylmagnesium bromide (2633-66-1) → 4-Methoxycarbonyl-benzyl-mesitylen (51919-72-3)

Guidance literature:

With cobalt(III) acetylacetonate; N,N-dimethyl-2-(diphenylphosphino)aniline; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.organomet.1c00513

Reference yield: 64.0%

methyl 4-formylbenzoate (1571-08-0) + 1,3,5-trimethyl-benzene (108-67-8) → 4-Methoxycarbonyl-benzyl-mesitylen (51919-72-3)

Guidance literature:

methyl 4-formylbenzoate; 1,3,5-trimethyl-benzene; With iodine; phosphorous acid; In 1,2-dichloro-ethane; at 60 ℃; Inert atmosphere; Schlenk technique;

With sodium sulfite; at 130 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c02850

Reference yield:

2,4,6-trimethylbenzyl alcohol (4170-90-5) → 4-Methoxycarbonyl-benzyl-mesitylen (51919-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: bis(acetylacetonate)nickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; zinc; magnesium chloride / N,N-dimethyl acetamide / 9012 h / 20 °C / Schlenk technique; Inert atmosphere; Sealed tube

With bis(acetylacetonate)nickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; In dichloromethane; N,N-dimethyl acetamide;

DOI:10.1055/s-0041-1737762

upstream raw materials:

methanol

p-methyloxycarbonylbenzyl chloride

1,3,5-trimethyl-benzene

methyl 4-formylbenzoate

Refernces

• 1、 Lv, Fang,Xiao, Jing,Xiang, Junchun,Guo, Fengzhe,Tang, Zi-Long,Han, Li-Biao. "Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H3PO3/I2". . p. 3081 - 3088. Retrieved 2021/02/01.
• 2、 Brennan, Marshall R.,Darrow, William T.,Fout, Alison R.,Killion, Jack A.,Leahy, Clare A.. "Cobalt-Catalyzed Kumada Coupling Forming Sterically Encumbered C-C Bonds". . . Retrieved 2021/12/02.