2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

Base Information

Chemical Name:2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone
CAS No.:1278534-62-5
Molecular Formula:C₂₂H₁₈O₄
Molecular Weight:346.383
Hs Code.:

Synonyms:

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Chemical Property of 2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

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Technology Process of 2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

There total 6 articles about 2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone 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%

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 2,5-dimethoxy-3-(3-vinylphenyl)-1,4-benzoquinone

: 1278534-62-5
2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 18h; stereoselective reaction; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201001627

Reference yield:

: 875843-76-8
3-bromo-2,5-dihydroxycyclohexa-2,5-diene-1,4-dione

: 1278534-62-5
2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere; Combinatorial reaction / High throughput screening (HTS)

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 18 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; diethyl ether; dichloromethane; water; 2: Suzuki coupling;
DOI:10.1002/ejoc.201001627

Reference yield:

: 583-69-7
2-bromobenzene-1,4-diol

: 1278534-62-5
2,5-dimethoxy-3-{3-[(E)-2-phenylvinyl]phenyl}-1,4-benzoquinone

Guidance literature:: Multi-step reaction with 4 steps

1: water; dihydrogen peroxide; sodium hydroxide / 3.5 h / 45 - 55 °C / Inert atmosphere

2: methanol / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere; Combinatorial reaction / High throughput screening (HTS)

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 18 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; bis-triphenylphosphine-palladium(II) chloride; water; dihydrogen peroxide; sodium carbonate; sodium hydroxide; In 1,4-dioxane; diethyl ether; dichloromethane; water; 3: Suzuki coupling;
DOI:10.1002/ejoc.201001627