2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1398771-26-0
Molecular Formula:C₁₅H₂₀BFO₂
Molecular Weight:262.132
Hs Code.:

Synonyms:2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of 2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of 2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-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: 72.0%

: 766-98-3
1-ethynyl-4-fluorobenzene

: 73183-34-3
bis(pinacol)diborane

: 74-88-4
methyl iodide

: 1398771-26-0
2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: bis(pinacol)diborane; With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

1-ethynyl-4-fluorobenzene; methyl iodide; In tetrahydrofuran; at 20 ℃; for 16h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ja307670k

Reference yield:

: 1-[(1E)-1-bromoprop-1-en-2-yl]-4-fluorobenzene

: 73183-34-3
bis(pinacol)diborane

: 1398771-26-0
2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 1h; Inert atmosphere;

Reference yield:

: 350-40-3
2-(4-fluorophenyl)-1-propene

: 1398771-26-0
2-[(1E)-2-(4-fluorophenyl)prop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: bromine / dichloromethane / 1 h / 0 - 20 °C

1.2: 0.08 h / 70 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 1 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bromine; potassium acetate; In 1,4-dioxane; dichloromethane;