benzynyl bromide

Base Information

• Chemical Name: benzynyl bromide
• CAS No.: 85683-74-5
• Molecular Formula: C₆H₃Br
• Molecular Weight: 154.994
• Mol file: 85683-74-5.mol

Synonyms:benzynyl bromide

Chemical Property of benzynyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzynyl bromide

There total 7 articles about benzynyl bromide 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:

3-bromo-2-(fluorodiisopropylsilyl)phenyl trifluoromethanesulfonate → benzynyl bromide (85683-74-5)

Guidance literature:

With cesium fluoride; In acetonitrile; at 0 ℃;

DOI:10.1002/anie.201304884

Reference yield:

2-[(2-bromophenyl)(diisopropyl)silyl]pyrimidine (1369625-72-8) → benzynyl bromide (85683-74-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium diacetate; lithium acetate / 1,2-dichloro-ethane / 28 h / 80 °C / Inert atmosphere; Glovebox; Schlenk technique

2.1: caesium carbonate / methanol / 6 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.2: 1.17 h / 0 - 20 °C / Inert atmosphere

4.1: hydrogen fluoride / tetrahydrofuran; water / 1 h / 0 - 20 °C

5.1: cesium fluoride / acetonitrile / 0 °C

With hydrogen fluoride; lithium acetate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1002/anie.201304884

Reference yield:

2-(diisopropyl(phenyl)silyl)pyrimidine (1369625-51-3) → benzynyl bromide (85683-74-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: [bis(acetoxy)iodo]benzene; palladium diacetate; N-Bromosuccinimide / 1,2-dichloro-ethane / 26 h / 50 °C / Inert atmosphere; Glovebox; Schlenk technique

2.1: palladium diacetate; lithium acetate / 1,2-dichloro-ethane / 28 h / 80 °C / Inert atmosphere; Glovebox; Schlenk technique

3.1: caesium carbonate / methanol / 6 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 1.17 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogen fluoride / tetrahydrofuran; water / 1 h / 0 - 20 °C

6.1: cesium fluoride / acetonitrile / 0 °C

With N-Bromosuccinimide; [bis(acetoxy)iodo]benzene; hydrogen fluoride; lithium acetate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1002/anie.201304884

upstream raw materials:

2-[(2-bromophenyl)(diisopropyl)silyl]pyrimidine

2-(diisopropyl(phenyl)silyl)pyrimidine

iodobenzene

Downstream raw materials:

4'-(Benzyloxy)-biphenyl-4-carboxylic acid

Refernces