4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Base Information

Chemical Name:4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde
CAS No.:1541073-28-2
Molecular Formula:C₂₅H₂₃ClO₈
Molecular Weight:486.906
Hs Code.:

Synonyms:4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

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Chemical Property of 4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

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Technology Process of 4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

There total 8 articles about 4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde 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: 40.0%

: 1541073-24-8
7-bromo-4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)benzo[d][1,3]dioxole-5-carbaldehyde

: 5720-07-0
4-methoxyphenylboronic acid

: 1541073-28-2
4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; toluene; for 16h; Inert atmosphere; Reflux;
DOI:10.1021/jo402492d

Reference yield:

: 533-31-3
Sesamol

: 1541073-28-2
4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: tin(IV) chloride / dichloromethane / 3 h / 0 - 20 °C

2.1: bromine; aluminum (III) chloride / dichloromethane / 72 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 1.5 h / 0 °C

4.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 16 h / Inert atmosphere; Reflux

5.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 16 h / Inert atmosphere; Reflux

With aluminum (III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; tin(IV) chloride; sodium hydride; caesium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; toluene; 4.1: |Suzuki-Miyaura Coupling / 5.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jo402492d

Reference yield:

: 950662-22-3
(2-chloro-4,5-dimethoxyphenyl)boronic acid

: 1541073-28-2
4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 16 h / Inert atmosphere; Reflux

2: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 16 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; toluene; 1: |Suzuki-Miyaura Coupling / 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/jo402492d