2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

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Chemical Name:2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene
CAS No.:457885-37-9
Molecular Formula:C₂₆H₁₆
Molecular Weight:328.413
Hs Code.:

Synonyms:2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

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Chemical Property of 2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

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Technology Process of 2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

There total 11 articles about 2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene 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: 87.0%

: 457885-36-8
triisopropyl{(3Z)-4-[2-({2-[(1Z)-4-(triisopropylsilyl)-1-buten-3-ynyl]-1-naphthyl}ethynyl)phenyl]-3-buten-1-ynyl}silane

: 457885-37-9
2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.0833333h;
DOI:10.1021/ja0259584

Reference yield:

: 3378-82-3
1-bromo-2-naphthaldehyde

: 457885-37-9
2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1.1: PPh₃; Zn / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 85 percent / CH₂Cl₂ / 14 h / 20 °C

2.1: 80 percent / nBu₃SnH / Pd(PPh₃)4 / toluene / 3 h / 20 °C

3.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

3.2: 99 percent / 0.42 h / 0 - 20 °C

4.1: t-BuLi / pentane; diethyl ether / 0.08 h / -90 °C

4.2: 96 percent / I₂ / pentane; diethyl ether / 0.17 h / -90 °C

5.1: diisopropylamine; CuI / Pd(PPh₃)4 / 40 - 50 °C

5.2: 99 percent / 2 h / 20 °C

6.1: 87 percent / n-Bu₄NF / tetrahydrofuran / 0.08 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; tert.-butyl lithium; tri-n-butyl-tin hydride; diisopropylamine; triphenylphosphine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; pentane; 1.2: Corey-Fuchs olefination / 3.2: Sonogashira coupling / 5.2: Sonogashira coupling;
DOI:10.1021/ja0259584

Reference yield:

: 153140-75-1
1-bromo-2-[(Z)-2-bromoethenyl]benzene

: 457885-37-9
2-[(1Z)-1-buten-3-ynyl]-1-({2-[(1Z)-1-buten-3-ynyl]phenyl}ethynyl)naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

1.2: 99 percent / 2 h / 0 °C

2.1: t-BuLi / pentane; diethyl ether / 0.17 h / -90 °C

2.2: 98 percent / I₂ / pentane; diethyl ether / 0.17 h / -90 °C

3.1: i-Pr₂NH; CuI / Pd(PPh₃)4 / 40 - 50 °C

3.2: 99 percent / 0.83 h / 20 °C

4.1: 98 percent / NaOMe / methanol / 2 h / 20 °C

5.1: diisopropylamine; CuI / Pd(PPh₃)4 / 40 - 50 °C

5.2: 99 percent / 2 h / 20 °C

6.1: 87 percent / n-Bu₄NF / tetrahydrofuran / 0.08 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium methylate; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; pentane; 1.2: Sonogashira coupling / 3.2: Sonogashira coupling / 5.2: Sonogashira coupling;
DOI:10.1021/ja0259584