N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline

Base Information

• Chemical Name: N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline
• CAS No.: 1334501-74-4
• Molecular Formula: C₂₃H₃₅NSi
• Molecular Weight: 353.623
• Mol file: 1334501-74-4.mol

Synonyms:N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline

Chemical Property of N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline

There total 4 articles about N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)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: 70.0%

aniline (62-53-3) + 2,4-di-tert-butyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate (97391-27-0) → N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline (1334501-74-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; lithium tert-butoxide; In toluene; at 110 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201102880

Reference yield:

2,4-di-tert-butyl-6-(trimethylsilyl)phenol (27008-35-1,5920-83-2) → N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline (1334501-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexanes; diethyl ether / -78 - 20 °C / Inert atmosphere

1.2: 12 h / -78 - 20 °C / Inert atmosphere

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; lithium tert-butoxide / toluene / 4 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; lithium tert-butoxide; In hexanes; diethyl ether; toluene;

DOI:10.1002/anie.201102880

Reference yield:

2-bromo-4,6-di-tert-butylphenol (20834-61-1) → N-(2-(3-(tert-butyl)-5-(trimethylsilyl)phenyl)-2-methylpropyl)aniline (1334501-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / toluene / 12 h / 50 °C / Inert atmosphere

2.1: n-butyllithium / hexanes; diethyl ether / 12 h / -78 - 20 °C / Inert atmosphere

3.1: n-butyllithium / hexanes; diethyl ether / -78 - 20 °C / Inert atmosphere

3.2: 12 h / -78 - 20 °C / Inert atmosphere

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; lithium tert-butoxide / toluene / 4 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; triethylamine; lithium tert-butoxide; In hexanes; diethyl ether; toluene;

DOI:10.1002/anie.201102880

upstream raw materials:

2-bromo-4,6-di-tert-butylphenol

2-bromo-4,6-di-tert-butylphenyl trimethylsilyl ether

2,4-di-tert-butyl-6-(trimethylsilyl)phenol

aniline