2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:305344-39-2
Molecular Formula:C₁₈H₂₇BO₄
Molecular Weight:318.221
Hs Code.:

Synonyms:2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 7 articles about 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)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: 80.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 105114-53-2
1-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzene

: 305344-39-2
2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 1-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -70 ℃; for 0.333333h;

With Trimethyl borate; In tetrahydrofuran; pentane; at -70 - 20 ℃; for 2.5h;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; pentane; at 20 ℃; for 0.166667h; Further stages.;
DOI:10.1039/b202407c

Reference yield: 80.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 121-43-7,63156-11-6
Trimethyl borate

: 105114-53-2
1-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzene

: 305344-39-2
2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; pentane; under Ar; to a soln. of Br compd. at -75°C in THF a soln. of t-butyllithium in pentane was added slowly, after 20 min B compd. added, soln. allowed to warm to room temp. over 2.5 h, pinacol added, kept for 10 min; quenched with aq. CH3COOH, filtered (Celite, ether washing), filtrates evapd. under vac., residue dissolved in CHCl3/H2O, org. phase sepd. and washed with H2O, dried over Na2SO4, filtered, evapd. in vac., recrystd. from cyclohexane; elem. anal.;
DOI:10.1039/b202407c

Reference yield: 68.0%

: 105114-53-2
1-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzene

: 73183-34-3
bis(pinacol)diborane

: 305344-39-2
2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-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; Inert atmosphere; Reflux;
DOI:10.1002/anie.201905591