(2-(Benzyloxy)naphthalen-1-yl)boronic acid

Base Information

• Chemical Name: (2-(Benzyloxy)naphthalen-1-yl)boronic acid
• CAS No.: 219834-96-5
• Molecular Formula: C17H15BO3
• Molecular Weight: 278.115
• Hs Code.: 2931900090
• Mol file: 219834-96-5.mol

Synonyms:2-benzyloxynaphthalene-1-boronic acid;2-(phenylmethoxy)-1-naphthalene boronic acid;2-benzyloxynaphthalen-1-ylboronic acid;2-benzyloxy-1-naphthylboronic acid;2-benzyloxy-1-naphthaleneboronic acid;2-(Phenylmercapto-acetyl)-naphthalin;Ethanone,1-(2-naphthalenyl)-2-(phenylthio);4-(2-naphthoyl)methylthiobenzene;

Chemical Property of (2-(Benzyloxy)naphthalen-1-yl)boronic acid

Chemical Property:

• Melting Point: 133.0-135.0 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 517.6±52.0 °C(Predicted)
• PKA: 8.58±0.30(Predicted)
• PSA: 49.69000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.09860
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(Benzyloxy)naphthalen-1-ylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-(Benzyloxy)naphthalen-1-yl)boronic acid

There total 5 articles about (2-(Benzyloxy)naphthalen-1-yl)boronic 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: 83.0%

C19H19BO3 → 2-(phenylmethoxy)-1-naphthalene boronic acid (219834-96-5)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 0.75h;

DOI:10.1016/j.jorganchem.2013.06.022

Reference yield: 70.0%

1-bromo-2-(phenylmethoxy)naphthalene (41908-23-0) → 2-(phenylmethoxy)-1-naphthalene boronic acid (219834-96-5)

Guidance literature:

1-bromo-2-(phenylmethoxy)naphthalene; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 1.5h;

With Trimethyl borate; In diethyl ether; hexane; at 20 ℃;

With hydrogenchloride; In diethyl ether; hexane; at 20 ℃; for 1.5h;

DOI:10.1002/chem.200600616

Reference yield:

1-bromo-2-naphthol (573-97-7) → 2-(phenylmethoxy)-1-naphthalene boronic acid (219834-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 93 percent / potassium carbonate / dimethylformamide / 5 h / 60 °C

2.1: n-butyllithium / diethyl ether; hexane / -78 - 0 °C

2.2: trimethyl borate / diethyl ether; hexane / -78 - 20 °C

2.3: HCl / diethyl ether; hexane; H₂O / 0.75 h / 20 °C

With n-butyllithium; potassium carbonate; In diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Metallation / 2.2: Substitution / 2.3: Hydrolysis;

DOI:10.1021/jo991011h

upstream raw materials:

1-bromo-2-(phenylmethoxy)naphthalene

1-bromo-2-naphthol

benzyl bromide

β-naphthol

Downstream raw materials:

1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

diethyl{3-[2-(phenylmethoxy)naphthyl](4-pyridyl)}-amine

3-(2-benzyloxynaphthalen-1-yl)-4-(pyrrolidin-1-yl)pyridine

[3-(2-benzyloxynaphthalen-1-yl)pyridin-4-yl]di-n-butylamine