1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane

Base Information

• Chemical Name: 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane
• CAS No.: 950669-56-4
• Molecular Formula: C₂₂H₂₉BrOSi
• Molecular Weight: 417.461
• Mol file: 950669-56-4.mol

Synonyms:1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane

Chemical Property of 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane

There total 5 articles about 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane 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%

2-bromo-4'-tert-butyldimethylsilyloxy-3',5'-dimethylbenzophenone (950669-55-3) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane (950669-56-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

2-bromo-4'-tert-butyldimethylsilyloxy-3',5'-dimethylbenzophenone; In tetrahydrofuran; hexane; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/ol071285o

Reference yield:

2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol (950669-54-2) → 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane (950669-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / MnO₂ / CH₂Cl₂ / Heating

2.1: butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: 94 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 2.1: Wittig methylenation;

DOI:10.1021/ol071285o

Reference yield:

4-bromo-2,6-dimethyl-phenol (2374-05-2) → 1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)ethane (950669-56-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 45.3 g / imidazole / CH₂Cl₂ / 20 °C

2.1: butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: 69 percent / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: 100 percent / MnO₂ / CH₂Cl₂ / Heating

4.1: butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

4.2: 94 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 4.1: Wittig methylenation;

DOI:10.1021/ol071285o

upstream raw materials:

2-bromo-4'-tert-butyldimethylsilyloxy-3',5'-dimethylbenzophenone

Methyltriphenylphosphonium bromide

2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol

4-bromo-2,6-dimethyl-phenol

Downstream raw materials:

1-(2'-bromophenyl)-1-(4''-tert-butyldimethylsilyloxy-3'',5''-dimethylphenyl)cyclopropane

C₂₄H₃₂O₂Si

N-{2-[1'-(3'',5''-dimethyl-4''-hydroxyphenyl)cycloprop-1'-yl]benzylidene}-N-tert-butylamine N-oxide