[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

Base Information

• Chemical Name: [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine
• CAS No.: 618887-57-3
• Molecular Formula: C₁₉H₂₇NOSi
• Molecular Weight: 313.515
• Mol file: 618887-57-3.mol

Synonyms:[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

Chemical Property of [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

There total 3 articles about [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine 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: 74.0%

t-butyldimethylsilyl-4-bromophenol (67963-68-2) + p-toluidine (106-49-0,12221-03-3) → [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine (618887-57-3)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 100 ℃;

DOI:10.1016/j.tetlet.2005.07.150

Reference yield:

4-bromo-phenol (106-41-2) → [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine (618887-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 74 percent / sodium tert-butoxide; rac-binap / Pd₂(dba)3 / toluene / 100 °C

With 1H-imidazole; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2005.07.150

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine (618887-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 74 percent / sodium tert-butoxide; rac-binap / Pd₂(dba)3 / toluene / 100 °C

With 1H-imidazole; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2005.07.150

upstream raw materials:

t-butyldimethylsilyl-4-bromophenol

p-toluidine

4-bromo-phenol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(4-bromophenyl)-[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine