1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene

Base Information

• Chemical Name: 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene
• CAS No.: 1434289-78-7
• Molecular Formula: C₁₄H₁₉BrSi
• Molecular Weight: 295.294
• Mol file: 1434289-78-7.mol

Synonyms:1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene

Chemical Property of 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene

There total 3 articles about 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene 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: 96.0%

1-Bromo-2-iodobenzene (583-55-1) + (tert-butyldimethylsilyl)acetylene (86318-61-8) → 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene (1434289-78-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.06.001

Reference yield: 93.0%

2-bromo-1-ethynylbenzene (766-46-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene (1434289-78-7)

Guidance literature:

2-bromo-1-ethynylbenzene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol400510j

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 1-bromo-2-[2-[(1,1-dimethylethyl)dimethylsilyl]ethynyl]benzene (1434289-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 18 h / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/ol400510j

upstream raw materials:

2-bromo-1-ethynylbenzene

tert-butyldimethylsilyl chloride

ortho-bromobenzaldehyde

1-Bromo-2-iodobenzene

Downstream raw materials:

1-(2-ethynylphenyl)-2,2-dimethoxypent-4-en-1-one