N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

Base Information

• Chemical Name: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline
• CAS No.: 1190375-91-7
• Molecular Formula: C₁₆H₂₄BNO₂
• Molecular Weight: 273.183
• Mol file: 1190375-91-7.mol

Synonyms:N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

Chemical Property of N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline

There total 10 articles about N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline 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: 98.0%

N,N-dimethy-4-vinylaniline (2039-80-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline (1190375-91-7)

Guidance literature:

With bis(cyclopentadienyl)dihydrozirconium; In toluene; at 25 ℃; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201908931

Reference yield: 92.0%

4-ethynyl-N,N-dimethylaniline (17573-94-3,752235-18-0) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline (1190375-91-7)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In methanol; at 20 ℃; Electrochemical reaction;

DOI:10.1002/chem.202101132

Reference yield: 88.0%

4-(2-methoxyethenyl)-N,N-dimethylaniline (92146-68-4) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline (1190375-91-7)

Guidance literature:

With bis(acetylacetonate)nickel(II); potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc; In cyclohexane; toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02236

upstream raw materials:

4-bromo-N,N-dimethylaniline

pinacol vinylboronate

3-(4-(dimethylamino)phenyl)propiolic acid

bis(pinacol)diborane

Downstream raw materials:

C₁₀H₁₂IN