[2,6-Dimethyl-4-(phenylmethoxy)phenyl]boronic acid

Base Information

• Chemical Name: [2,6-Dimethyl-4-(phenylmethoxy)phenyl]boronic acid
• CAS No.: 865139-18-0
• Molecular Formula: C15H17BO3
• Molecular Weight: 256.109
• Hs Code.: 2931900090
• Mol file: 865139-18-0.mol

Synonyms:[4-Benzyloxy-2,6-dimethylphenyl]boronic acid;Boronic acid, [2,6-dimethyl-4-(phenylmethoxy)phenyl]- (9CI);

Chemical Property of [2,6-Dimethyl-4-(phenylmethoxy)phenyl]boronic acid

Chemical Property:

• Boiling Point: 452.564 °C at 760 mmHg
• PKA: 8.85±0.58(Predicted)
• Flash Point: 227.503 °C
• PSA: 49.69000
• Density: 1.157 g/cm³
• LogP: 1.56220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(4-(Benzyloxy)-2,6-dimethylphenyl)boronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [2,6-Dimethyl-4-(phenylmethoxy)phenyl]boronic acid

There total 4 articles about [2,6-Dimethyl-4-(phenylmethoxy)phenyl]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: 60.2%

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene (95741-44-9) → (4-(benzyloxy)-2,6-dimethylphenyl)boronic acid (865139-18-0)

Guidance literature:

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene; With n-butyllithium; In tetrahydrofuran; for 1.5h; Cooling with ice;

With tri-n-propyl borate; In tetrahydrofuran; at 30 ℃; for 12h;

Reference yield: 60.2%

tri-n-propyl borate (688-71-1) + (S)-(benzyloxy)-2-bromo-1,3-dimethylbenzene → (4-(benzyloxy)-2,6-dimethylphenyl)boronic acid (865139-18-0)

Guidance literature:

(S)-(benzyloxy)-2-bromo-1,3-dimethylbenzene; With n-butyllithium; carbon dioxide; In tetrahydrofuran; for 1.5h; Inert atmosphere;

tri-n-propyl borate; In tetrahydrofuran; at 30 ℃; for 12h; Inert atmosphere;

Reference yield:

4-bromo-3,5-dimethylphenol (7463-51-6) → (4-(benzyloxy)-2,6-dimethylphenyl)boronic acid (865139-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

2.1: n-butyllithium / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

2.2: 12 h / 20 °C

2.3: 0.5 h

With n-butyllithium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene

benzyl bromide

4-bromo-3,5-dimethylphenol

tri-n-propyl borate

Downstream raw materials:

methyl 4'-(benzyloxy)-2',6,6'-trimethylbiphenyl-3-carboxylate

2-(4-benzyloxy-2,6-dimethylphenyl)-3-methoxycyclopent-2-enone

4-benzyloxy-2,6-dimethylphenyllead triacetate

2-(4-hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone

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