5-methyl ortho-formylphenylacetylene

Base Information

• Chemical Name: 5-methyl ortho-formylphenylacetylene
• CAS No.: 1015731-87-9
• Molecular Formula: C₁₀H₈O
• Molecular Weight: 144.173
• Mol file: 1015731-87-9.mol

Synonyms:5-methyl ortho-formylphenylacetylene

Chemical Property of 5-methyl ortho-formylphenylacetylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl ortho-formylphenylacetylene

There total 3 articles about 5-methyl ortho-formylphenylacetylene 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: 76.0%

2-bromo-4-methylbenzaldehyde (824-54-4) + trimethylsilylacetylene (1066-54-2) → 5-methyl ortho-formylphenylacetylene (1015731-87-9)

Guidance literature:

2-bromo-4-methylbenzaldehyde; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 80 ℃; Inert atmosphere;

With methanol; potassium carbonate; at 20 ℃; for 0.25h;

DOI:10.1021/jo901090u

Reference yield:

C13H16OSi (1418758-54-9) → 5-methyl ortho-formylphenylacetylene (1015731-87-9)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 5h;

DOI:10.1002/cjoc.201201118

Reference yield:

2-bromo-4-methylbenzaldehyde (824-54-4) → 5-methyl ortho-formylphenylacetylene (1015731-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

1.2: 5 h / 80 °C / Inert atmosphere

2.1: potassium carbonate; methanol / 5 h / 20 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran;

DOI:10.1002/cjoc.201201118

upstream raw materials:

2-bromo-4-methylbenzaldehyde

trimethylsilylacetylene

C₁₃H₁₆OSi