3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol

Base Information

• Chemical Name: 3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol
• CAS No.: 312624-92-3
• Molecular Formula: C₃₄H₄₄O₃
• Molecular Weight: 500.722
• Mol file: 312624-92-3.mol

Synonyms:3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol

Chemical Property of 3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol

There total 1 articles about 3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol 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: 66.0%

[4-(tetrahydropyran-2-yloxy)phenyl]ethyne (119754-16-4) + 1,4-dihexyl-2-(3-hydroxyprop-1-ynyl)-5-iodobenzene (220280-67-1) → 3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol (312624-92-3)

Guidance literature:

With piperidine; copper(l) chloride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo005556j

Reference yield: 94.0%

3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol (312624-92-3) → 2-[4-(4-ethynyl-2,5-dihexyl-phenylethynyl)-phenoxy]-tetrahydro-pyran (312624-90-1)

Guidance literature:

With manganese(IV) oxide; potassium hydroxide; In diethyl ether;

DOI:10.1021/jo005556j

Reference yield:

3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol (312624-92-3) → C56H66O2 (312624-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / MnO₂; KOH / diethyl ether

2: 90 percent / piperidine; CuI; Pd(PPh₃)2Cl₂ / tetrahydrofuran / 3.5 h / 20 °C

3: 87 percent / p-TsOH*H₂O / tetrahydrofuran / 20 °C

With piperidine; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; 1: Oxidation / 2: Dimerization / 3: solvolysis;

DOI:10.1021/jo005556j

upstream raw materials:

[4-(tetrahydropyran-2-yloxy)phenyl]ethyne

1,4-dihexyl-2-(3-hydroxyprop-1-ynyl)-5-iodobenzene

Downstream raw materials:

2-[4-(4-ethynyl-2,5-dihexyl-phenylethynyl)-phenoxy]-tetrahydro-pyran

C₅₆H₆₆O₂

C₆₆H₈₂O₄