3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester

Base Information

• Chemical Name: 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester
• CAS No.: 910470-68-7
• Molecular Formula: C₁₅H₂₀O₂Si
• Molecular Weight: 260.408
• Mol file: 910470-68-7.mol

Synonyms:3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester

Chemical Property of 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester

There total 4 articles about 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl 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: 92.0%

methyl 3,5-dimethyl-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate (341006-48-2) + trimethylsilylacetylene (1066-54-2) → 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester (910470-68-7)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride;

DOI:10.1055/s-2006-944190

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester (910470-68-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 34 percent / NaH

2: 92 percent / SOCl₂

3: 96 percent / pyridine

4: 92 percent / Et₃N / Pd(PPh₃)2Cl₂

With pyridine; thionyl chloride; sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; 1: Kolbe-Schmidt reaction / 4: Sonogashira coupling;

DOI:10.1055/s-2006-944190

Reference yield:

3,5-dimethyl-4-hydroxybenzoic acid (4919-37-3) → 3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester (910470-68-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / SOCl₂

2: 96 percent / pyridine

3: 92 percent / Et₃N / Pd(PPh₃)2Cl₂

With pyridine; thionyl chloride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; 3: Sonogashira coupling;

DOI:10.1055/s-2006-944190

upstream raw materials:

methyl 3,5-dimethyl-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate

trimethylsilylacetylene

2.6-dimethylphenol

3,5-dimethyl-4-hydroxybenzoic acid

Downstream raw materials:

2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester

2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-2-methanesulfonyloxyacetyl-3,5-dimethyl-benzyl ester

2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-2-ethynyl-3,5-dimethyl-benzyl ester

2,2-dimethyl-propionic acid 2-acetyl-4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-benzyl ester