8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

Base Information

Chemical Name:8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol
CAS No.:1541073-35-1
Molecular Formula:C₂₂H₁₈O₇
Molecular Weight:394.381
Hs Code.:

Synonyms:8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

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Chemical Property of 8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

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Technology Process of 8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

There total 11 articles about 8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol 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: 83.0%

: 1541073-33-9
8,9-dimethoxy-5-(methoxymethoxy)-4-(4-methoxyphenyl)-benzo[b][1,3]dioxolo[4,5-e]benzofuran

: 1541073-35-1
8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 2h;
DOI:10.1021/jo402492d

Reference yield:

: 1541073-30-6
4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxol-5-yl formate

: 1541073-35-1
8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: copper(I) oxide; pyridine / 16 h / Inert atmosphere; Reflux

2: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 2 h / 20 °C

With pyridine; copper(I) oxide; hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; 1: |Ullmann Condensation;
DOI:10.1021/jo402492d

Reference yield:

: 16766-27-1
4-chloro-1,2-dimethoxybenzene

: 1541073-35-1
8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine; acetic acid / 3 h

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

2.2: -78 - 20 °C

2.3: 1 h

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

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

5.1: potassium fluoride; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 °C

6.1: copper(I) oxide; pyridine / 16 h / Inert atmosphere; Reflux

7.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 2 h / 20 °C

With pyridine; copper(I) oxide; hydrogenchloride; potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bromine; caesium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; 3.1: |Suzuki-Miyaura Coupling / 4.1: |Suzuki-Miyaura Coupling / 5.1: |Baeyer-Villiger Ketone Oxidation / 6.1: |Ullmann Condensation;
DOI:10.1021/jo402492d