1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

Base Information

Chemical Name:1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene
CAS No.:744240-51-5
Molecular Formula:C₄₈H₇₄O₆
Molecular Weight:747.112
Hs Code.:

Synonyms:1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

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Chemical Property of 1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

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Technology Process of 1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

There total 11 articles about 1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene 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: 52.0%

: 431898-09-8
2,5-bis(octyloxy)-4-bromo-benzaldehyde

: 585567-31-3
1-ethynyl-4-formyl-2,5-dioctyloxybenzene

: 585567-50-6
1,4-bis[(4-formyl-2,5-dioctyloxy)phenyl]but-1,3-diyne

: 744240-51-5
1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

Guidance literature:: With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 70 ℃; for 24h;
DOI:10.1021/ma0488111

Reference yield:

: 123-31-9,8027-02-9
hydroquinone

: 744240-51-5
1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

Guidance literature:: Multi-step reaction with 9 steps

1: Br₂; AcOH

2: 87 percent / KOH / dimethylsulfoxide / 22 h / 20 °C

3: 93 percent / NaBr; AcOH; H₂SO₄ / 8 h / 76 °C

4: 96 percent / AcOH / 6 h / Heating

5: 86 percent / aq. KOH / methanol; tetrahydrofuran / 5.5 h / Heating

6: 76.5 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / Heating

7: CuI; iPr₂NH / Pd(PPh₃)4 / toluene

8: 71 percent / KF / methanol; tetrahydrofuran / 6 h / 20 °C

9: 52 percent / CuI; iPr₂NH / Pd(PPh₃)4 / toluene / 24 h / 70 °C

With potassium fluoride; potassium hydroxide; copper(l) iodide; sulfuric acid; bromine; acetic acid; diisopropylamine; pyridinium chlorochromate; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; 7: Sonogashira cross coupling / 9: Sonogashira cross coupling;
DOI:10.1021/ma0488111

Reference yield:

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

: 744240-51-5
1,2-bis(4-formyl-2,5-dioctyloxyphenyl)acetylene

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / KOH / dimethylsulfoxide / 22 h / 20 °C

2: 93 percent / NaBr; AcOH; H₂SO₄ / 8 h / 76 °C

3: 96 percent / AcOH / 6 h / Heating

4: 86 percent / aq. KOH / methanol; tetrahydrofuran / 5.5 h / Heating

5: 76.5 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / Heating

6: CuI; iPr₂NH / Pd(PPh₃)4 / toluene

7: 71 percent / KF / methanol; tetrahydrofuran / 6 h / 20 °C

8: 52 percent / CuI; iPr₂NH / Pd(PPh₃)4 / toluene / 24 h / 70 °C

With potassium fluoride; potassium hydroxide; copper(l) iodide; sulfuric acid; acetic acid; diisopropylamine; pyridinium chlorochromate; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; 6: Sonogashira cross coupling / 8: Sonogashira cross coupling;
DOI:10.1021/ma0488111