(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

Base Information

Chemical Name:(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate
CAS No.:888738-42-9
Molecular Formula:C₁₇H₂₃BO₅
Molecular Weight:318.178
Hs Code.:

Synonyms:(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

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Technology Process of (E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

There total 4 articles about (E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate 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: 86.0%

: 73183-34-3
bis(pinacol)diborane

: (E)-methyl 3-(3-chloro-4-methoxyphenyl)acrylate

: 888738-42-9
(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

Guidance literature:: With potassium acetate; palladium diacetate; XPhos; In 1,4-dioxane; at 110 ℃; for 4.5h; Schlenk technique; Inert atmosphere;
DOI:10.1002/anie.201403773

Reference yield:

: 888738-40-7
methyl (E)-3-(3-bromo-4-methoxyphenyl)acrylate

: 73183-34-3
bis(pinacol)diborane

: 888738-42-9
(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

Guidance literature:: With potassium acetate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; at 80 ℃;

Reference yield:

: 3964-56-5
4-bromo-2-chlorophenol

: 888738-42-9
(E)-methyl 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 18.17 h / 70 °C / Inert atmosphere

2.1: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 20 h / 110 °C / Schlenk technique; Inert atmosphere; Sealed tube

3.1: palladium diacetate; XPhos; potassium acetate / 1,4-dioxane / 4.5 h / 110 °C / Schlenk technique; Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; palladium diacetate; potassium carbonate; triethylamine; XPhos; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201403773