2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine

Base Information

• Chemical Name: 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine
• CAS No.: 934991-07-8
• Molecular Formula: C₄₇H₆₃NO₆
• Molecular Weight: 738.02
• Mol file: 934991-07-8.mol

Synonyms:2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine

Chemical Property of 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine

There total 9 articles about 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine 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: 84.0%

2-[2,6-bis(hex-5-enyloxy)phenyl]-6-bromopyridine (934991-02-3) + 2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenylboronic acid (934990-97-3) → 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine (934991-07-8)

Guidance literature:

With barium dihydroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; for 19h; Heating;

DOI:10.1002/ejoc.200600842

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine (934991-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / p-TsOH / CH₂Cl₂ / 16 h / 20 °C

2.1: trimethylborate; n-BuLi / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

2.2: 60 percent / H₂O

3.1: 84 percent / aq. Na₂CO₃; Ba(OH)2*H₂O / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 19 h / Heating

With barium dihydroxide; n-butyllithium; Trimethyl borate; sodium carbonate; toluene-4-sulfonic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; 3.1: Suzuki coupling;

DOI:10.1002/ejoc.200600842

Reference yield:

2,6-Dibromopyridine (626-05-1) → 2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenyl]pyridine (934991-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 16 h / Heating

2: 84 percent / aq. Na₂CO₃; Ba(OH)2*H₂O / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 19 h / Heating

With barium dihydroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; 1: Suzuki coupling / 2: Suzuki coupling;

DOI:10.1002/ejoc.200600842

upstream raw materials:

2-[2,6-bis(hex-5-enyloxy)phenyl]-6-bromopyridine

2,6-bis(hex-5-enyloxy)-4-(2-tetrahydropyranyloxymethyl)phenylboronic acid

3,4-dihydro-2H-pyran

2,6-Dibromopyridine

Downstream raw materials:

2-[2,6-bis(hex-5-enyloxy)phenyl]-6-[2,6-bis(hex-5-enyloxy)-4-(hydroxymethyl)phenyl]pyridine

methyl 3-({2,13,15,26-tetraoxa-1,14(1,3,2)-dibenzena-27(2,6)-pyridinabicyclo[12.12.1]heptacosaphan-1⁵-yl}methyloxy)benzoate