7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN

Base Information

• Chemical Name: 7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN
• CAS No.: 934586-50-2
• Molecular Formula: C₁₄H₁₉BO₃
• Molecular Weight: 246.114
• Hs Code.: 2934999090
• Mol file: 934586-50-2.mol

Synonyms:7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN;2,3-Dihydrobenzofuran-7-boronic acid, pinacol ester;2-(2,3-Dihydrobenzofuran-7-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

Chemical Property of 7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN

Chemical Property:

• PSA: 27.69000
• LogP: 1.92070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydrobenzofuran-7-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN

There total 4 articles about 7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,3-DIHYDROBENZO[B]FURAN 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: 66.0%

2.3-dihydrobenzofuran (496-16-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 7-( 4,4,5,5-tetra methyl-[1,3,2]dioxaborola n-2-yl)-2,3-dihydro-benzofuran (934586-50-2)

Guidance literature:

With C₂₆H₄₅OSiY; In hexane; at 100 ℃; for 24h; regioselective reaction;

DOI:10.1021/acscatal.8b01364

Reference yield: 64.0%

bis(pinacol)diborane (73183-34-3) + 7-bromo-2,3-dihydrobenzofuran (206347-30-0) → 7-( 4,4,5,5-tetra methyl-[1,3,2]dioxaborola n-2-yl)-2,3-dihydro-benzofuran (934586-50-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In toluene; Reflux;

Reference yield:

1,3-dibromo-2-(2-bromoethoxy)benzene (206347-32-2) → 7-( 4,4,5,5-tetra methyl-[1,3,2]dioxaborola n-2-yl)-2,3-dihydro-benzofuran (934586-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / toluene / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; potassium acetate; In tetrahydrofuran; hexane; toluene;

upstream raw materials:

bis(pinacol)diborane

7-bromo-2,3-dihydrobenzofuran

2.3-dihydrobenzofuran

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

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