1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

Base Information

Chemical Name:1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione
CAS No.:1616693-42-5
Molecular Formula:C₂₄H₂₈Br₂O₈
Molecular Weight:604.29
Hs Code.:

Synonyms:1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

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Chemical Property of 1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

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Technology Process of 1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

There total 10 articles about 1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione 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: 55.0%

: 1616693-41-4
6,6'-(ethyne-1,2-diyl)bis(3,4,5-trimethoxy-2-methylbenzyl bromide)

: 1616693-42-5
1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

Guidance literature:: With ruthenium trichloride; potassium metaperiodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/np500458a

Reference yield:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 1616693-42-5
1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: acetic acid; bromine / dichloromethane / 0.5 h / 20 °C

2.1: toluene-4-sulfonic acid / toluene / 24 h / Dean-Stark; Reflux

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: silver trifluoroacetate; iodine / chloroform / 0.5 h

5.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 20 h / 60 °C / Inert atmosphere

6.1: potassium carbonate / methanol / 0.25 h / Inert atmosphere

7.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 10 h / 60 °C / Inert atmosphere

8.1: sodium tetrahydroborate / methanol / 8 h / 20 °C

9.1: phosphorus tribromide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

10.1: potassium metaperiodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 1 h / 20 °C

With ruthenium trichloride; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium metaperiodate; bromine; iodine; silver trifluoroacetate; phosphorus tribromide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; water; toluene; acetonitrile; 5.1: |Sonogashira Cross-Coupling / 7.1: |Sonogashira Cross-Coupling;
DOI:10.1021/np500458a

Reference yield:

: 35274-53-4
2-bromo-3,4,5-tri-methoxybenzaldehyde

: 1616693-42-5
1,2-bis(2-(bromomethyl)-4,5,6-trimethoxy-3-methylphenyl)ethan-1,2-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / toluene / 24 h / Dean-Stark; Reflux

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: silver trifluoroacetate; iodine / chloroform / 0.5 h

4.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 10 h / 60 °C / Inert atmosphere

5.1: sodium tetrahydroborate / methanol / 8 h / 20 °C

6.1: phosphorus tribromide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

7.1: potassium metaperiodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 1 h / 20 °C

With ruthenium trichloride; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium metaperiodate; iodine; silver trifluoroacetate; phosphorus tribromide; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; chloroform; water; toluene; acetonitrile; 4.1: |Sonogashira Cross-Coupling;
DOI:10.1021/np500458a