2-formyl-3-benzothiopheneboronic acid

Base Information

• Chemical Name: 2-formyl-3-benzothiopheneboronic acid
• CAS No.: 177735-49-8
• Molecular Formula: C₉H₇BO₃S
• Molecular Weight: 206.03
• Mol file: 177735-49-8.mol

Synonyms:2-formyl-3-benzothiopheneboronic acid

Chemical Property of 2-formyl-3-benzothiopheneboronic acid

Chemical Property:

• Melting Point: 130 °C (decomp)
• Boiling Point: 469.1±55.0 °C(Predicted)
• Density: 1.42±0.1 g/cm3(Predicted)

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-formyl-3-benzothiopheneboronic acid

There total 3 articles about 2-formyl-3-benzothiopheneboronic acid 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:

2-(3-bromobenzo[b]thiophen-2-yl)-1,3-dioxolane (37412-03-6) → 2-formyl-3-benzothiopheneboronic acid (177735-49-8)

Guidance literature:

2-(3-bromobenzo[b]thiophen-2-yl)-1,3-dioxolane; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -78 - 25 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; hexane; toluene; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo802622d

Reference yield:

2-(3-bromobenzo[b]thiophen-2-yl)-1,3-dioxolane (37412-03-6) + Trimethyl borate (121-43-7,63156-11-6) → 2-formyl-3-benzothiopheneboronic acid (177735-49-8)

Guidance literature:

2-(3-bromobenzo[b]thiophen-2-yl)-1,3-dioxolane; Trimethyl borate; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1039/d1cc02765d

Reference yield:

3-bromobenzo[b]thiophene-2-carbaldehyde (10135-00-9) → 2-formyl-3-benzothiopheneboronic acid (177735-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux

2.1: n-butyllithium / tetrahydrofuran / -78 °C

2.2: 20 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1039/d1cc02765d

upstream raw materials:

2-(3-bromobenzo[b]thiophen-2-yl)-1,3-dioxolane

Trimethyl borate

3-bromobenzo[b]thiophene-2-carbaldehyde