1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane

Base Information

• Chemical Name: 1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane
• CAS No.: 271768-12-8
• Molecular Formula: C₂₆H₃₂O₂
• Molecular Weight: 376.539

Synonyms:1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane

Chemical Property of 1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane

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Technology Process of 1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane

There total 1 articles about 1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane 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: 10.0%

C14H13BrMg + 1-iodo-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane → 1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane (271768-12-8) + 3,3'-bis-[2-(tetrahydropyran-2-yloxy)ethyl]-1,1'-bis(bicyclo[1.1.1]pentyl)

Guidance literature:

1-iodo-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane; With tert.-butyl lithium; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 1h;

C₁₄H₁₃BrMg; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 25 ℃; for 48h; Further stages.;

DOI:10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2

Reference yield: 83.0%

1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane (271768-12-8) → 1-(3-bromoethyl)-3-(4'-ethylbiphenyl-4-yl)bicyclo[1.1.1]pentane

Guidance literature:

With bromine; triphenylphosphine; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2

Reference yield:

1-(4'-ethylbiphenyl-4-yl)-3-[2-(tetrahydropyran-2-yloxy)ethyl]bicyclo[1.1.1]pentane (271768-12-8) → 1-(4'-ethylbiphenyl-4-yl)-3-vinylbicyclo[1.1.1]pentane

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / triphenylphosphane; Br₂ / CH₂Cl₂ / 2 h / 25 °C

2: 72 percent / tBuOK / dimethylsulfoxide / 12 h / 25 °C

With potassium tert-butylate; bromine; triphenylphosphine; In dichloromethane; dimethyl sulfoxide; 1: Substitution / 2: Dehydrobromination;

DOI:10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2

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