4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde

Base Information

• Chemical Name: 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde
• CAS No.: 1108621-53-9
• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.456
• Mol file: 1108621-53-9.mol

Synonyms:4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde

Chemical Property of 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde

There total 4 articles about 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde 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: 66.0%

4-isopropoxy-2-bromo-5-methoxybenzaldehyde (56517-33-0) + 4-ethynyl-2-isopropoxy-1-methoxybenzene (439585-86-1) → 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde (1108621-53-9)

Guidance literature:

With copper(l) iodide; bis(tri-phenylphosphine)palladium(II) dichloride; triethylamine; at 20 ℃; for 18h; Inert atmosphere; Darkness;

Reference yield:

4-isopropyloxy-3-methoxybenzaldehyde (2538-98-9) → 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde (1108621-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / methanol / 2 h / 0 °C

2: trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide; triethylamine / 24 h / 20 °C

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; bromine; triethylamine; In methanol; 2: |Sonogashira Cross-Coupling;

DOI:10.1021/jo4023149

Reference yield:

O-isopropylisovanillin (34123-66-5) → 4-isopropoxy-2-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-5-methoxybenzaldehyde (1108621-53-9)

Guidance literature:

Multi-step reaction with 3 steps

1: zinc; triphenylphosphine / dichloromethane / 1 h / 20 °C

2: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

3: trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide; triethylamine / 24 h / 20 °C

With copper(l) iodide; n-butyllithium; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; 1: |Corey-Fuchs Alkyne Synthesis / 2: |Corey-Fuchs Alkyne Synthesis / 3: |Sonogashira Cross-Coupling;

DOI:10.1021/jo4023149

upstream raw materials:

4-isopropoxy-2-bromo-5-methoxybenzaldehyde

4-ethynyl-2-isopropoxy-1-methoxybenzene

4-isopropyloxy-3-methoxybenzaldehyde

O-isopropylisovanillin

Downstream raw materials:

1-isopropoxy-5-[2-(3-isopropoxy-4-methoxyphenyl)ethynyl]-2-methoxy-4-[(E)-2-nitrovinyl]benzene

2-(2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl)ethoxime

1-(3-isopropoxy-4-methoxybenzyl)-1,2,3,4-tetrahydro-7-isopropoxy-6-methoxyisoquinoline-N-hydroxide

(Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine