(Z)-3-benzylidene-6-chlorophthalide

Base Information

• Chemical Name: (Z)-3-benzylidene-6-chlorophthalide
• CAS No.: 1283669-10-2
• Molecular Formula: C₁₅H₉ClO₂
• Molecular Weight: 256.688
• Mol file: 1283669-10-2.mol

Synonyms:(Z)-3-benzylidene-6-chlorophthalide

Chemical Property of (Z)-3-benzylidene-6-chlorophthalide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-benzylidene-6-chlorophthalide

There total 2 articles about (Z)-3-benzylidene-6-chlorophthalide 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:

5-chloro-2-(phenylethynyl)benzaldehyde (1186603-47-3) → 7-chloro-3-phenyl-1H-2-benzopyran-1-one (24350-21-8) + (Z)-3-benzylidene-6-chlorophthalide (1283669-10-2)

Guidance literature:

With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride; In acetonitrile; at 80 ℃; for 2.5h; regioselective reaction;

DOI:10.1021/ol200481u

Reference yield:

2-bromo-5-chlorobenzaldehyde (174265-12-4) + phenylacetylene (536-74-3) → 7-chloro-3-phenyl-1H-2-benzopyran-1-one (24350-21-8) + (Z)-3-benzylidene-6-chlorophthalide (1283669-10-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride / acetonitrile / 2.5 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride; In acetonitrile;

DOI:10.1021/ol200481u

upstream raw materials:

2-bromo-5-chlorobenzaldehyde

phenylacetylene

5-chloro-2-(phenylethynyl)benzaldehyde