11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

Base Information

Chemical Name:11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester
CAS No.:305350-76-9
Molecular Formula:C₃₈H₃₆O₃
Molecular Weight:540.702
Hs Code.:

Synonyms:11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

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Chemical Property of 11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

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Technology Process of 11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

There total 6 articles about 11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester 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: 61.0%

: 305350-74-7
11-[2,5-bis-(2-trimethylsilanylethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

: 305350-76-9
11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; water; for 15h;
DOI:10.1021/ol000199k

Reference yield:

: 3638-73-1
2,5-dibromoaniline

: 305350-76-9
11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaNO₂; H₂SO₄ / H₂O / 3 h / Heating

2: K₂CO₃ / acetone / 15 h / Heating

3: 82 percent / Pd(PPh₃)2Cl₂; CuI; DEA / tetrahydrofuran / 15 h / 13 °C / Heating

4: 82 percent / K₂CO₃ / tetrahydrofuran; H₂O; methanol / 15 h

5: 41 percent / Pd(PPh₃)2Cl₂; CuI; DEA / tetrahydrofuran / 15 h / Heating

6: 61 percent / K₂CO₃ / tetrahydrofuran; methanol; H₂O / 15 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; potassium carbonate; 2,2'-iminobis[ethanol]; sodium nitrite; In tetrahydrofuran; methanol; water; acetone; 1: Diazotization / 2: Substitution / 3: coupling / 4: Hydrolysis / 5: coupling / 6: Hydrolysis;
DOI:10.1021/ol000199k

Reference yield:

: 28165-52-8
2,5-dibromophenol

: 305350-76-9
11-[2,5-bis-(2-ethynyl-phenylethynyl)-phenoxy]-undecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / acetone / 15 h / Heating

2: 82 percent / Pd(PPh₃)2Cl₂; CuI; DEA / tetrahydrofuran / 15 h / 13 °C / Heating

3: 82 percent / K₂CO₃ / tetrahydrofuran; H₂O; methanol / 15 h

4: 41 percent / Pd(PPh₃)2Cl₂; CuI; DEA / tetrahydrofuran / 15 h / Heating

5: 61 percent / K₂CO₃ / tetrahydrofuran; methanol; H₂O / 15 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; 2,2'-iminobis[ethanol]; In tetrahydrofuran; methanol; water; acetone; 1: Substitution / 2: coupling / 3: Hydrolysis / 4: coupling / 5: Hydrolysis;
DOI:10.1021/ol000199k