4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone

Base Information

• Chemical Name: 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone
• CAS No.: 1334163-87-9
• Molecular Formula: C₂₀H₁₈O₃
• Molecular Weight: 306.361
• Mol file: 1334163-87-9.mol

Synonyms:4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone

Chemical Property of 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone

There total 4 articles about 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone 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: 70.0%

6-methyl-4-(4-methylbenzenesulfonyloxy)-3-(4-methylphenyl)-2-pyrone (1334163-73-3) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone (1334163-87-9)

Guidance literature:

With potassium hydrogenphosphate trihydrate; palladium diacetate; tricyclohexylphosphine; In methanol; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c1ob05783a

Reference yield:

4-hydroxy-6-methyl-2-pyron (675-10-5) → 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone (1334163-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: bromine / methanol / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride; johnphos / water; toluene / 24 h / 60 °C / Inert atmosphere

4: potassium hydrogenphosphate trihydrate; palladium diacetate; tricyclohexylphosphine / methanol / 12 h / 60 °C / Inert atmosphere

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium hydrogenphosphate trihydrate; bromine; palladium diacetate; triethylamine; johnphos; tricyclohexylphosphine; In methanol; dichloromethane; water; toluene; 3: Suzuki coupling / 4: Suzuki coupling;

DOI:10.1039/c1ob05783a

Reference yield:

3-Brom-4-hydroxy-6-methyl-2(2H)-pyron (23668-07-7) → 4-(4-methoxylphenyl)-6-methyl-3-(4-methylphenyl)-2-pyrone (1334163-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride; johnphos / water; toluene / 24 h / 60 °C / Inert atmosphere

3: potassium hydrogenphosphate trihydrate; palladium diacetate; tricyclohexylphosphine / methanol / 12 h / 60 °C / Inert atmosphere

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium hydrogenphosphate trihydrate; palladium diacetate; triethylamine; johnphos; tricyclohexylphosphine; In methanol; dichloromethane; water; toluene; 2: Suzuki coupling / 3: Suzuki coupling;

DOI:10.1039/c1ob05783a

upstream raw materials:

4-hydroxy-6-methyl-2-pyron

3-Brom-4-hydroxy-6-methyl-2(2H)-pyron

3-bromo-6-methyl-4-(4-methylbenzenesulfonyloxy)-2-pyrone

6-methyl-4-(4-methylbenzenesulfonyloxy)-3-(4-methylphenyl)-2-pyrone