3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

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Chemical Name:3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene
CAS No.:220117-64-6
Molecular Formula:C₆₁H₅₆O₆
Molecular Weight:885.112
Hs Code.:

Synonyms:3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

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Chemical Property of 3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

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Technology Process of 3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

There total 10 articles about 3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene 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: 96.0%

: 220117-63-5
3,5-Bis-[2-(4-{2-[3-methyl-5-(2-triisopropylsilylethynyl)phenyl]ethynyl}-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethynyl]toluene

: 220117-64-6
3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1002/(SICI)1521-3765(19981204)4:12<2423::AID-CHEM2423>3.0.CO;2-8

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 220117-64-6
3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / p-TsOH / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 1 h

2: PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 1.) r.t., 2 d, 2.) 55 deg C, 2 d

3: PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 96 h / 55 °C

4: 93 percent / K₂CO₃ / methanol; tetrahydrofuran

5: 92 percent / PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 1.) r.t., 1 h, 2.) 35 deg C, overnight

6: 96 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

With piperidine; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/(SICI)1521-3765(19981204)4:12<2423::AID-CHEM2423>3.0.CO;2-8

Reference yield:

: 116632-38-3
1-bromo-3-iodo-5-methylbenzene

: 220117-64-6
3,5-Bis-(2-{4-[2-(3-ethynyl-5-methylphenyl)ethynyl]-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl}ethynyl)toluene

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) PPh₃, piperidine / 1.) PdCl₂(PPh₃)2, CuI / 1.) r.t., 2 d; 55 deg C, 2 d, 2.) 55 deg C, 4 d

2: 95 percent / K₂CO₃ / methanol; tetrahydrofuran

3: PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 1.) r.t., 2 d, 2.) 55 deg C, 2 d

4: PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 96 h / 55 °C

5: 93 percent / K₂CO₃ / methanol; tetrahydrofuran

6: 92 percent / PPh₃, piperidine / Pd(PPh₃)2Cl₂, CuI / 1.) r.t., 1 h, 2.) 35 deg C, overnight

7: 96 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

With piperidine; tetrabutyl ammonium fluoride; potassium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol;
DOI:10.1002/(SICI)1521-3765(19981204)4:12<2423::AID-CHEM2423>3.0.CO;2-8