2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

Base Information

• Chemical Name: 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane
• CAS No.: 872356-95-1
• Molecular Formula: C₁₅H₁₉BO₃
• Molecular Weight: 258.125
• Mol file: 872356-95-1.mol

Synonyms:2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

Chemical Property of 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

There total 3 articles about 2-[((4-methoxyphenyl)ethynyl)]-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: 95.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 4-methoxyphenylacetylen (768-60-5) → 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (872356-95-1)

Guidance literature:

With C₁₅H₁₄N₄; caesium carbonate; triphenylphosphine; silver(I) chloride; In N,N-dimethyl-formamide; at 50 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.06.033

Reference yield: 75.0%

4-methoxyphenylacetylen (768-60-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (872356-95-1) + 2-[2-(4-methoxyphenyl)vinyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (149777-83-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; iron(II) triflate; In toluene; at 100 ℃; for 72h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201800588

Reference yield: 60.0%

4-methoxyphenylacetylen (768-60-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-[((4-methoxyphenyl)ethynyl)]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (872356-95-1)

Guidance literature:

With 1,5-Hexadien; 2-dimethylaluminium-N,N-dimethylaniline; In chloroform; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202106216

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-methoxyphenylacetylen

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

Downstream raw materials:

1,4-bis(4-methoxyphenyl)-1,3-butadiyne

(Z)-4,4,5,5-tetramethyl-2-[2-(4-methoxyphenyl)-1-buten-1-yl]-1,3,2-dioxaborolane

(E)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-(4''-methoxyphenyl)-2-phenyl-1-butene

3-(4-methoxyphenyl)-1-[4-(trifluoromethyl)phenyl]prop-2-yn-1-one