2-Hydroxyl-1-naphthaleneboronicacid

Base Information

• Chemical Name: 2-Hydroxyl-1-naphthaleneboronicacid
• CAS No.: 898257-48-2
• Molecular Formula: C₁₀H₉BO₃
• Molecular Weight: 187.991
• Mol file: 898257-48-2.mol

Synonyms:2-Hydroxyl-1-naphthaleneboronicacid

Chemical Property of 2-Hydroxyl-1-naphthaleneboronicacid

Chemical Property:

• Boiling Point: 434.2±47.0 °C(Predicted)
• PKA: 8.36±0.30(Predicted)
• PSA: 60.69000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 0.22520

Purity/Quality:

99% ^*data from raw suppliers

2-HYDROXYL-1-NAPHTHALENEBORONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Hydroxyl-1-naphthaleneboronicacid

There total 5 articles about 2-Hydroxyl-1-naphthaleneboronicacid 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: 55.7%

2-methoxynaphthalene-1-boronic acid (104116-17-8) → (2-hydroxynaphthalen-1-yl)boronic acid (898257-48-2)

Guidance literature:

With boron tribromide; In dichloromethane; at -70 ℃; Solvent; Temperature; Inert atmosphere;

Reference yield:

β-naphthol (135-19-3) → (2-hydroxynaphthalen-1-yl)boronic acid (898257-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 0 - 20 °C

2.2: 1 h / 0 - 20 °C

2.3: 24 h / 0 - 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/anie.201606063

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 2-methoxymethyloxynaphthalene (831-28-7) + water (7732-18-5) → (2-hydroxynaphthalen-1-yl)boronic acid (898257-48-2)

Guidance literature:

2-methoxymethyloxynaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h;

Trimethyl borate; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h;

water; With hydrogenchloride; at 0 - 20 ℃; for 24h;

DOI:10.1002/anie.201606063

upstream raw materials:

β-naphthol

Trimethyl borate

2-methoxymethyloxynaphthalene

water

Refernces

• 1、 Mori, Keiji,Itakura, Tsubasa,Akiyama, Takahiko. "Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution". . p. 11642 - 11646. Retrieved 2016/10/24.