6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol

Base Information

• Chemical Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol
• CAS No.: 269410-21-1
• Molecular Formula: C16H19BO3
• Molecular Weight: 270.136
• Hs Code.: 2934999090
• Mol file: 269410-21-1.mol

Synonyms:6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol;6-Hydroxynaphthalene-2-boronic acid pinacol ester, 96%

Chemical Property of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol

Chemical Property:

• PSA: 38.69000
• LogP: 2.84460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol

There total 5 articles about 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol 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: 90.0%

6-bromo-naphthalen-2-ol (15231-91-1) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol (269410-21-1)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6ta10231j

Reference yield: 25.0%

6-bromo-naphthalen-2-ol (15231-91-1) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol (269410-21-1)

Guidance literature:

6-bromo-naphthalen-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/ejoc.201601643

Reference yield:

6-bromo-naphthalen-2-ol (15231-91-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol (269410-21-1)

Guidance literature:

With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 18h;

6-bromo-naphthalen-2-ol; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In 1,4-dioxane; at 80 ℃; for 18h;

upstream raw materials:

6-bromo-naphthalen-2-ol

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

C₄₃H₂₈N₂O

C₂₄H₁₆O

6-[4-(3-hydroxyprop-1-ynyl)phenyl]naphthalene-2-ol

6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-1-methoxymethyl-5-pyridin-4-yl-1H-imidazol-4-yl}-naphthalen-2-ol

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