dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

Base Information

Chemical Name:dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate
CAS No.:1190438-55-1
Molecular Formula:C₂₈H₂₂O₆
Molecular Weight:454.479
Hs Code.:

Synonyms:dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

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Chemical Property of dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

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Technology Process of dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

There total 10 articles about dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate 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: 69.0%

: 3034-86-4
4-ethynylbenzoic acid methyl ester

: 51560-21-5
1,4-diiodo-2,5-dimethoxybenzene

: 1190438-55-1
dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 70 ℃; for 12h; Schlenk technique;
DOI:10.1002/anie.201900692

Reference yield: 25.0%

: 3034-86-4
4-ethynylbenzoic acid methyl ester

: 51560-21-5
1,4-diiodo-2,5-dimethoxybenzene

: 1190438-55-1
dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

: C₁₈H₁₅IO₄

Guidance literature:: With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere; Schlenk technique;
DOI:10.1021/acs.inorgchem.6b01814

Reference yield:

: 150-78-7
1,4-dimethoxybezene

: 1190438-55-1
dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid; potassium metaperiodate; iodine; acetic acid / water / 24 h / 120 °C

2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 3 h / Reflux

3: potassium carbonate / tetrahydrofuran; methanol / 3 h

4: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 12 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium metaperiodate; sulfuric acid; iodine; potassium carbonate; acetic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; water;
DOI:10.1039/c6ra06953c