2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 959972-40-8
• Molecular Formula: C15H23BO4
• Molecular Weight: 278.156
• Hs Code.: 2934999090
• Mol file: 959972-40-8.mol

Synonyms:2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 36.92000
• LogP: 2.01100

Purity/Quality:

97% ^*data from raw suppliers

2-[4-(2-methoxyethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 4 articles about 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 60.0%

2-Bromoethyl methyl ether (6482-24-2) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-70-3) → 2-(4-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (959972-40-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 50 ℃;

Reference yield: 47.0%

2-methoxy-ethanol (109-86-4,95507-80-5) + p-bromophenylboronic acid pinacol ester (68716-49-4) → 2-(4-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (959972-40-8)

Guidance literature:

With tetrabutylammomium bromide; Ni(dtbbpy)₃Cl₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 20 ℃; for 8h; chemoselective reaction; Inert atmosphere; Electrochemical reaction; Molecular sieve; Sealed tube;

DOI:10.1002/anie.202107820

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 2-(4-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (959972-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / dichloromethane / Reflux

2.1: potassium carbonate; 4-methyl-2-pentanone / 0.08 h / 20 °C

2.2: 21 h / Reflux

With hydrogenchloride; potassium carbonate; 4-methyl-2-pentanone; In dichloromethane;

upstream raw materials:

2-Bromoethyl methyl ether

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

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

(p-hydroxyphenyl)boronic acid

Downstream raw materials:

(E)-1-(R)-3-(4-amino-3-(4-(2-methoxyethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl-4-(dimethylamino)but-2-en-1-one

{4-[2-(methoxy)ethoxy]phenyl}boronic acid

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