3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

Base Information

• Chemical Name: 3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl
• CAS No.: 1352457-97-6
• Molecular Formula: C₁₆H₂₁BrNO₃
• Molecular Weight: 355.252
• Mol file: 1352457-97-6.mol

Synonyms:3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

Chemical Property of 3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

There total 1 articles about 3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl 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: 24.0%

3,4-dibromo-2,2,5,5-tetramethyl-Δ3-pyrrolin-1-oxyl (78033-68-8) + 3,5-dimethoxyphenylboronic acid (192182-54-0) → 3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352457-97-6) + 3,4-bis-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352457-98-7) + 3,5,3',5'-tetramethoxybiphenyl (108840-33-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; for 4h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2011.10.066

Reference yield: 59.0%

3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352457-97-6) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 3-(3,5-dimethoxyphenyl)-4-(4-hydroxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352458-00-4)

Guidance literature:

3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl; (p-hydroxyphenyl)boronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; for 4h; Inert atmosphere; Reflux;

With sulfuric acid; In water; pH=3;

DOI:10.1016/j.bmc.2011.10.066

Reference yield:

3-bromo-4-(3,5-dimethoxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352457-97-6) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 3-(3,5-dihydroxyphenyl)-4-(4-hydroxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl (1352458-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 4 h / Inert atmosphere; Reflux

1.2: pH 3

2.1: hydrogenchloride / ethanol / 0.25 h / Reflux

2.2: 48 h / -78 - 20 °C

2.3: 0.08 h / Cooling with ice

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; ethanol; water; 1.1: Suzuki coupling;

DOI:10.1016/j.bmc.2011.10.066

upstream raw materials:

3,4-dibromo-2,2,5,5-tetramethyl-Δ³-pyrrolin-1-oxyl

3,5-dimethoxyphenylboronic acid

Downstream raw materials:

3-(3,5-dimethoxyphenyl)-4-(4-hydroxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

3-(3,5-dihydroxyphenyl)-4-(4-hydroxyphenyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl

Refernces