5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline

Base Information

• Chemical Name: 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline
• CAS No.: 1232505-81-5
• Molecular Formula: C₁₅H₂₆ClNO₂Si
• Molecular Weight: 315.915
• Mol file: 1232505-81-5.mol

Synonyms:5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline

Chemical Property of 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline

There total 10 articles about 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline 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: 94.0%

tert-butyl-[2-(2-chloro-4-methyl-5-nitrophenoxy)ethoxy]-dimethylsilane → 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline (1232505-81-5)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; for 4h;

DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

Trimethylboroxine (823-96-1) + 2-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-phenylamine (1232505-79-1) → 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline (1232505-81-5)

Guidance literature:

With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 110 ℃; for 480h; Inert atmosphere;

Reference yield:

5-nitro-2-chlorophenol (619-10-3) → 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline (1232505-81-5)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium chloride; iron / ethanol; water / 2 h / Reflux

2: tetra-N-butylammonium tribromide / dichloromethane; methanol / 0.33 h / 20 °C

3: sodium iodide; caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 100 °C

4: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 20 h / 110 °C / Inert atmosphere

With tetra-N-butylammonium tribromide; iron; potassium carbonate; ammonium chloride; caesium carbonate; sodium iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water;

upstream raw materials:

Trimethylboroxine

2-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-phenylamine

5-amino-2-chlorophenol

5-nitro-2-chlorophenol

Downstream raw materials:

(S)-4-(4-fluoro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid {5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-amide

(S)-4-(4-fluoro-phenyl)-1-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid {5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-amide

5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide

2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol