1-methoxy-3-(p-tolyl)-1H-isochromene

Base Information

• Chemical Name: 1-methoxy-3-(p-tolyl)-1H-isochromene
• CAS No.: 1383420-21-0
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.313
• Mol file: 1383420-21-0.mol

Synonyms:

Chemical Property of 1-methoxy-3-(p-tolyl)-1H-isochromene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methoxy-3-(p-tolyl)-1H-isochromene

There total 4 articles about 1-methoxy-3-(p-tolyl)-1H-isochromene 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: 97.0%

p-cresol (106-44-5) + 2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1) → 1-methoxy-3-(p-tolyl)-1H-isochromene (1379683-24-5,1383420-21-0)

Guidance literature:

With C₃₂H₃₆AgN₄O₄S₂⁽¹⁺⁾*BF₄^(1-); In toluene; at 30 ℃; for 24h; Reagent/catalyst; Time; regiospecific reaction;

DOI:10.1021/jo5002559

Reference yield: 73.0%

methanol (67-56-1) + 2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1) → 1-methoxy-3-(p-tolyl)-1H-isochromene (1379683-24-5,1383420-21-0)

Guidance literature:

With palladium diacetate; In tetrahydrofuran; at 25 ℃; for 0.5h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201901203

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) + 4-n-methylphenylacetylene (766-97-2) → 1-methoxy-3-(p-tolyl)-1H-isochromene (1379683-24-5,1383420-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 12 h / 50 °C / Schlenk technique; Inert atmosphere

2: palladium diacetate / tetrahydrofuran / 0.5 h / 25 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium diacetate; triethylamine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;

DOI:10.1002/ejoc.201901203

upstream raw materials:

p-cresol

2-[2-(4-methylphenyl)ethynyl]benzaldehyde

ortho-bromobenzaldehyde

4-n-methylphenylacetylene