1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene

Base Information

• Chemical Name: 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene
• CAS No.: 1610044-71-7
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.516
• Mol file: 1610044-71-7.mol

Synonyms:1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene

Chemical Property of 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene

There total 9 articles about 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene 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: 57.0%

1-iodo-3,5-dimethoxybenzene (25245-27-6) + 4,6-dimethoxy-1-(4-methoxybenzyl)-1H-indene-1-carboxylic acid (1610044-61-5) → 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene (1610044-71-7)

Guidance literature:

4,6-dimethoxy-1-(4-methoxybenzyl)-1H-indene-1-carboxylic acid; With sodium t-butanolate; In toluene; at 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

1-iodo-3,5-dimethoxybenzene; With bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; Concentration; Reagent/catalyst; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201310676

Reference yield:

3-(3,5-dimethoxyphenyl)acrylic acid (16909-11-8) → 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene (1610044-71-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuric acid / 12 h / 70 °C / Inert atmosphere; Schlenk technique

2.1: copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere; Schlenk technique

2.2: -78 °C / Inert atmosphere; Schlenk technique

3.1: sodium hydroxide / methanol / 2 h / 70 °C / Inert atmosphere; Schlenk technique

4.1: methanesulfonic acid / 3 h / 70 °C / Inert atmosphere; Schlenk technique

5.1: lithium diisopropyl amide / tetrahydrofuran / 5 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

5.2: 0.25 h / -20 °C / Inert atmosphere; Schlenk technique

6.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

7.1: methanesulfonyl chloride; triethylamine / dichloromethane / 17 h / 0 °C / Inert atmosphere; Schlenk technique

8.1: sodium hydroxide / ethanol / 16 h / 5 °C / Inert atmosphere; Schlenk technique

9.1: sodium t-butanolate / toluene / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

9.2: 18 h / 110 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; copper(l) iodide; methanesulfonic acid; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; sulfuric acid; methanesulfonyl chloride; triethylamine; sodium hydroxide; sodium t-butanolate; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 9.2: |Heck Reaction;

DOI:10.1002/anie.201310676

Reference yield:

C21H24O6 → 1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-(4-methoxybenzyl)-1H-indene (1610044-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanesulfonyl chloride; triethylamine / dichloromethane / 17 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydroxide / ethanol / 16 h / 5 °C / Inert atmosphere; Schlenk technique

3.1: sodium t-butanolate / toluene / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 18 h / 110 °C / Inert atmosphere; Schlenk technique

With methanesulfonyl chloride; triethylamine; sodium hydroxide; sodium t-butanolate; In ethanol; dichloromethane; toluene; 3.2: |Heck Reaction;

DOI:10.1002/anie.201310676

upstream raw materials:

1-iodo-3,5-dimethoxybenzene

4,6-dimethoxy-1-(4-methoxybenzyl)-1H-indene-1-carboxylic acid

3-(3,5-dimethoxyphenyl)acrylic acid

methyl 3-(3,5-dimethoxyphenyl)acrylate