3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole

Base Information

• Chemical Name: 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole
• CAS No.: 1403674-82-7
• Molecular Formula: C₂₈H₂₈FNO₃
• Molecular Weight: 445.534
• Mol file: 1403674-82-7.mol

Synonyms:

Chemical Property of 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole

There total 6 articles about 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole 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: 10.0%

propylamine (107-10-8,42939-71-9) + 2-(2-fluoro-4-methoxyphenyl)-1,4-bis(4-methoxyphenyl)-butane-1,4-dione (1403674-71-4) → 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole (1403674-82-7)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 72h; Reflux;

DOI:10.1021/jm300860j

Reference yield:

2-fluoro-4-methoxy-benzaldehyde (331-64-6) → 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole (1403674-82-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide; methanol / -9 - -8 °C / Inert atmosphere

1.2: 0.5 h / -5 °C

2.1: diphenyl diselenide; sodium tetrahydroborate; ethanol; sodium hydroxide / 40 °C / Inert atmosphere

3.1: thionyl chloride / 1 h / Reflux

4.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C

5.1: potassium hexamethylsilazane / toluene; tetrahydrofuran / 1 h / -78 °C

5.2: -78 - 20 °C

6.1: toluene-4-sulfonic acid / ethanol / 72 h / Reflux

With aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; ethanol; diphenyl diselenide; potassium hexamethylsilazane; toluene-4-sulfonic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: |Friedel-Crafts Acylation;

DOI:10.1021/jm300860j

Reference yield:

2,2,2-trichloro-1-(2-fluoro-4-methoxyphenyl)ethanol (1403674-64-5) → 3-(2-fluoro-4-methoxyphenyl)-2,5-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole (1403674-82-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diphenyl diselenide; sodium tetrahydroborate; ethanol; sodium hydroxide / 40 °C / Inert atmosphere

2.1: thionyl chloride / 1 h / Reflux

3.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C

4.1: potassium hexamethylsilazane / toluene; tetrahydrofuran / 1 h / -78 °C

4.2: -78 - 20 °C

5.1: toluene-4-sulfonic acid / ethanol / 72 h / Reflux

With aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; ethanol; diphenyl diselenide; potassium hexamethylsilazane; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; toluene; 3.1: |Friedel-Crafts Acylation;

DOI:10.1021/jm300860j

upstream raw materials:

2-fluoro-4-methoxy-benzaldehyde

2,2,2-trichloro-1-(2-fluoro-4-methoxyphenyl)ethanol

2-(2-fluoro-4-methoxyphenyl)acetic acid chloride

2-Bromo-4'-methoxyacetophenone

Downstream raw materials:

C₂₅H₂₂FNO₃