3-(Tetrahydropyran-2-yloxy)phenylboronic acid

Base Information

• Chemical Name: 3-(Tetrahydropyran-2-yloxy)phenylboronic acid
• CAS No.: 1287777-05-2
• Molecular Formula: C11H15BO4
• Molecular Weight: 222.0
• Hs Code.: 2932999099
• Mol file: 1287777-05-2.mol

Synonyms:3-THPO-phenylboronic acid;

Chemical Property of 3-(Tetrahydropyran-2-yloxy)phenylboronic acid

Chemical Property:

• Boiling Point: 420.9±55.0 °C(Predicted)
• PKA: 7.97±0.10(Predicted)
• PSA: 58.92000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 0.27180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

3-(Tetrahydro-2H-pyran-2-yloxy)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(Tetrahydropyran-2-yloxy)phenylboronic acid

There total 3 articles about 3-(Tetrahydropyran-2-yloxy)phenylboronic 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: 65.0%

3-(tetrahydropyran-2-yloxy)phenyl bromide (57999-49-2) → [3-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (1287777-05-2)

Guidance literature:

3-(tetrahydropyran-2-yloxy)phenyl bromide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h;

With Trimethyl borate; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1002/jccs.201000020

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → [3-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (1287777-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4-(dimethylamino)pyridinium tosylate / dichloromethane / 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C

2.2: 12 h / 20 °C

With n-butyllithium; 4-(dimethylamino)pyridinium tosylate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/jccs.201000020

Reference yield:

3-Bromophenol (591-20-8) → [3-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (1287777-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4-(dimethylamino)pyridinium tosylate / dichloromethane / 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C

2.2: 12 h / 20 °C

With n-butyllithium; 4-(dimethylamino)pyridinium tosylate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/jccs.201000020

upstream raw materials:

3,4-dihydro-2H-pyran

3-(tetrahydropyran-2-yloxy)phenyl bromide

3-Bromophenol

Downstream raw materials:

(3'-fluorobiphenyl-3,4'-diyloxy)bis(tetrahydro-2H-pyran)

(3'-chlorobiphenyl-3,4'-diyloxy)bis(tetrahydro-2H-pyran)

3,4'-bis(4-nitrobenzoyloxy)-3'-fluorobiphenyl

3,4'-bis(4-nitrobenzoyloxy)-3'-chlorobiphenyl

Refernces