dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

Base Information

Chemical Name:dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate
CAS No.:438590-52-4
Molecular Formula:C₂₇H₂₁NO₄
Molecular Weight:423.468
Hs Code.:

Synonyms:dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

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Chemical Property of dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

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Technology Process of dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

There total 4 articles about dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate 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%

: 2350-89-2
p-vinylbiphenyl

: 438590-10-4
2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate

: 438590-52-4
dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; at 90 ℃; for 24h;
DOI:10.1021/jm010261z

Reference yield:

: 38256-25-6
dimethyl (E)-2-oxoglutaconate

: 438590-52-4
dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 11 percent / toluenesulfonic acid / CH₂Cl₂ / 24 h / Heating

2: 60 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol / 24 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; o-toluenesulfonic acid; sodium carbonate; In 1,2-dimethoxyethane; ethanol; dichloromethane; 2: Heck coupling;
DOI:10.1021/jm010261z

Reference yield:

: 328-50-7
α-ketoglutaric acid

: 438590-52-4
dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4.76 g / SOCl₂ / -5 °C

2.1: Br₂ / CH₂Cl₂ / 3 h / Heating

2.2: 3.6 mmol / Et₃N / diethyl ether / 0.5 h

3.1: 11 percent / toluenesulfonic acid / CH₂Cl₂ / 24 h / Heating

4.1: 60 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol / 24 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; o-toluenesulfonic acid; bromine; sodium carbonate; In 1,2-dimethoxyethane; ethanol; dichloromethane; 4.1: Heck coupling;
DOI:10.1021/jm010261z