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

Base Information

• Chemical Name: 2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol
• CAS No.: 950669-54-2
• Molecular Formula: C₂₁H₂₉BrO₂Si
• Molecular Weight: 421.45
• Mol file: 950669-54-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol 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: 69.0%

1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene (139229-99-5) + ortho-bromobenzaldehyde (6630-33-7) → 2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol (950669-54-2)

Guidance literature:

1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

ortho-bromobenzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1021/ol071285o

Reference yield:

4-bromo-2,6-dimethyl-phenol (2374-05-2) → 2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol (950669-54-2)

Guidance literature:

Multi-step reaction with 2 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

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol071285o

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-bromophenyl-(4'-tert-butyldimethylsilyloxy-3',5'-dimethylphenyl)methanol (950669-54-2)

Guidance literature:

Multi-step reaction with 2 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

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol071285o

upstream raw materials:

1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene

ortho-bromobenzaldehyde

4-bromo-2,6-dimethyl-phenol

tert-butyldimethylsilyl chloride

Downstream raw materials:

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

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