(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

Base Information

Chemical Name:(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide
CAS No.:1283669-15-7
Molecular Formula:C₁₆H₁₁ClO₃
Molecular Weight:286.715
Hs Code.:

Synonyms:(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

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Chemical Property of (Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

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Technology Process of (Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

There total 3 articles about (Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide 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: 60.0%

: 1283668-80-3
2-[2-(4-chlorophenyl)ethynyl]-5-methoxy-benzaldehyde

: 1283669-15-7
(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

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 14h; regioselective reaction;
DOI:10.1021/ol200481u

Reference yield:

: 7507-86-0
2-bromo-5-methoxy-benzaldehyde

: 1283669-15-7
(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

Guidance literature:: Multi-step reaction with 4 steps

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

2: methanol; potassium carbonate / 1 h / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 8 h / 50 °C / Inert atmosphere

4: oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride / acetonitrile / 14 h / 80 °C

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

Reference yield:

: 1015731-95-9
5-methyloxy-2-ethynylbenzaldehyde

: 1283669-15-7
(Z)-3-(4-chlorobenzylidene)-6-methoxyphthalide

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 8 h / 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 / 14 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