1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene

Base Information

• Chemical Name: 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene
• CAS No.: 937709-56-3
• Molecular Formula: C₄₇H₅₇IO₂
• Molecular Weight: 780.873

Synonyms:1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene

Chemical Property of 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene

Chemical Property:

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Technology Process of 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene

There total 10 articles about 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene 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: 54.0%

diethyl (4-iodobenzyl)phosphonate (173443-43-1) + 4-[(E)-2-(4-{(E)-2-[2,5-Bis-(2-ethyl-hexyloxy)-4-methyl-phenyl]-vinyl}-phenyl)-vinyl]-benzaldehyde → 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene (937709-56-3)

Guidance literature:

With potassium tert-butylate; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/1615-4169(20010430)343:4<351::AID-ADSC351>3.0.CO;2-2

Reference yield:

3-bromomethylheptane (18908-66-2) → 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene (937709-56-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 73 percent / K₂CO₃; KI; Aliquat 336 / dioxane / 192 h / Heating

2: 71 percent / conc. HCl; gaseous HCl / dioxane / 2 h / Heating

3: 94 percent / 160 - 180 °C

4: KOtBu / 18-crown-6 / tetrahydrofuran / 4 h / 20 °C

5: 19.5 g / aq. HCl / tetrahydrofuran / 3 h / 20 °C / pH 1

6: KOtBu / 18-crown-6 / tetrahydrofuran / 4 h / 20 °C

7: 3.9 g / LiAlH₄ / diethyl ether / 6 h / Heating

8: 63 percent / 2,3-dichloro-5,6-dicyanobenzo-1,4-quinone / dioxane / 18 h

9: 54 percent / KOtBu / 18-crown-6 / tetrahydrofuran / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; Aliquat 336; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; 18-crown-6 ether; In tetrahydrofuran; 1,4-dioxane; diethyl ether; 3: Michaelis-Arbusov reaction / 4: Horner reaction / 6: Horner reaction / 9: Horner-Emmons reaction;

DOI:10.1002/1615-4169(20010430)343:4<351::AID-ADSC351>3.0.CO;2-2

Reference yield:

2-methylbenzene-1,4-diol (95-71-6,96937-50-7) → 1,4-Bis-(2-ethyl-hexyloxy)-2-{(E)-2-[4-((E)-2-{4-[(E)-2-(4-iodo-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-5-methyl-benzene (937709-56-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 73 percent / K₂CO₃; KI; Aliquat 336 / dioxane / 192 h / Heating

2: 71 percent / conc. HCl; gaseous HCl / dioxane / 2 h / Heating

3: 94 percent / 160 - 180 °C

4: KOtBu / 18-crown-6 / tetrahydrofuran / 4 h / 20 °C

5: 19.5 g / aq. HCl / tetrahydrofuran / 3 h / 20 °C / pH 1

6: KOtBu / 18-crown-6 / tetrahydrofuran / 4 h / 20 °C

7: 3.9 g / LiAlH₄ / diethyl ether / 6 h / Heating

8: 63 percent / 2,3-dichloro-5,6-dicyanobenzo-1,4-quinone / dioxane / 18 h

9: 54 percent / KOtBu / 18-crown-6 / tetrahydrofuran / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; Aliquat 336; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; 18-crown-6 ether; In tetrahydrofuran; 1,4-dioxane; diethyl ether; 3: Michaelis-Arbusov reaction / 4: Horner reaction / 6: Horner reaction / 9: Horner-Emmons reaction;

DOI:10.1002/1615-4169(20010430)343:4<351::AID-ADSC351>3.0.CO;2-2

upstream raw materials:

diethyl (4-iodobenzyl)phosphonate

3-bromomethylheptane

2-methylbenzene-1,4-diol

1-bromomethyl-4-iodobenzene

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