tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane
• CAS No.: 173069-09-5
• Molecular Formula: C₁₇H₃₀O₂SSi
• Molecular Weight: 326.576

Synonyms:tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane

Chemical Property of tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane

Chemical Property:

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Technology Process of tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane

There total 2 articles about tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane 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: 25.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 4-Methanesulfinyl-2,3,5,6-tetramethyl-phenol (169216-74-4) → tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane (173069-09-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 30h; Ambient temperature;

DOI:10.1021/jo970418o

Reference yield:

2,3,5,6-tetramethylphenol (527-35-5) → tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane (173069-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / AlCl₃ / CH₂Cl₂ / 0 °C

2: 25 percent / imidazole / dimethylformamide / 30 h / Ambient temperature

With 1H-imidazole; aluminium trichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo970418o

Reference yield: 94.0%

tert-Butyl-(4-methanesulfinyl-2,3,5,6-tetramethyl-phenoxy)-dimethyl-silane (173069-09-5) + trifluoroacetic anhydride (407-25-0) → tert-Butyl-dimethyl-(2,3,5,6-tetramethyl-4-methylsulfanyl-phenoxy)-silane + Trifluoro-acetic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3,5,6-tetramethyl-phenylsulfanylmethyl ester

Guidance literature:

In chloroform; at 0 ℃; for 0.5h; Yields of byproduct given;

DOI:10.1021/jo970418o

upstream raw materials:

tert-butyldimethylsilyl chloride

4-Methanesulfinyl-2,3,5,6-tetramethyl-phenol

2,3,5,6-tetramethylphenol

Downstream raw materials:

Trifluoro-acetic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3,5,6-tetramethyl-phenyl ester

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