tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine

Base Information

• Chemical Name: tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine
• CAS No.: 845673-39-4
• Molecular Formula: C₄₈H₈₄N₃O₃PSi₃
• Molecular Weight: 866.444
• Mol file: 845673-39-4.mol

Synonyms:tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine

Chemical Property of tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine

There total 3 articles about tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine 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: 43.0%

1-[N-tert-butyl-N-(tert-butyldimethylsilyloxy)amino]-4-bromobenzene (168848-31-5) → tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine (845673-39-4)

Guidance literature:

1-[N-tert-butyl-N-(tert-butyldimethylsilyloxy)amino]-4-bromobenzene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.75h;

With phosphorus trichloride; In tetrahydrofuran; diethyl ether; hexane; for 8h;

DOI:10.1002/chem.200400656

Reference yield:

1-[N-tert-butyl-N-(hydroxylamino)]-4-bromobenzene (40686-35-9) → tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine (845673-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / imidazole / dimethylformamide / 24 h / 50 - 60 °C

2.1: n-BuLi / hexane; diethyl ether / 0.75 h / -78 °C

2.2: 43 percent / PCl₃ / hexane; diethyl ether; tetrahydrofuran / 8 h

With 1H-imidazole; n-butyllithium; In diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200400656

Reference yield:

1.4-dibromobenzene (106-37-6) → tris[p-{(O-tert-butyldimethylsilyl)-tert-butyl-N-oxylamino}phenyl]phosphine (845673-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / -78 - 0 °C

1.2: 71 percent / hexane; tetrahydrofuran / 2 h / 20 °C

2.1: 83 percent / imidazole / dimethylformamide / 24 h / 50 - 60 °C

3.1: n-BuLi / hexane; diethyl ether / 0.75 h / -78 °C

3.2: 43 percent / PCl₃ / hexane; diethyl ether; tetrahydrofuran / 8 h

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200400656

upstream raw materials:

1-[N-tert-butyl-N-(tert-butyldimethylsilyloxy)amino]-4-bromobenzene

1.4-dibromobenzene

1-[N-tert-butyl-N-(hydroxylamino)]-4-bromobenzene

Downstream raw materials:

tri[p-(tert-butyl-N-hydroxylamino)phenyl]phosphine