4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

Base Information

Chemical Name:4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde
CAS No.:299927-07-4
Molecular Formula:C₅₅H₇₂O₃
Molecular Weight:781.175
Hs Code.:

Synonyms:4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

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Chemical Property of 4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

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Technology Process of 4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

There total 15 articles about 4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde 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: 60.0%

: 1122-91-4
4-bromo-benzaldehyde

: 299927-06-3
1,3-Bis-dodecyloxy-5-((E)-2-{4-[(E)-2-(4-vinyl-phenyl)-vinyl]-phenyl}-vinyl)-benzene

: 299927-07-4
4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

Guidance literature:: With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In xylene; at 130 ℃; for 48h;
DOI:10.1021/ja9941072

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 299927-07-4
4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / Pd(OAc)2; POT; Et₃N / xylene / 48 h / 130 °C

2: 95 percent / p-TsOH / benzene / 24 h / Heating

3: 91 percent / t-BuOK / dimethylformamide / 1 h / 80 °C

4: 96 percent / aq. CF₃CO₂H / CH₂Cl₂ / 5 h / 20 °C

5: 82 percent / t-BuOK / tetrahydrofuran / 1 h / 20 °C

6: 60 percent / Pd(OAc)2; POT; Et₃N / xylene / 48 h / 130 °C

With palladium diacetate; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; xylene; benzene; 1: Heck reaction / 2: acetalation / 3: Condensation / 4: Hydrolysis / 5: Wittig reaction / 6: Heck reaction;
DOI:10.1021/ja9941072

Reference yield:

: 622-97-9,24936-41-2
1-ethenyl-4-methylbenzene

: 299927-07-4
4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / Pd(OAc)2; POT; Et₃N / xylene / 48 h / 130 °C

2: 95 percent / p-TsOH / benzene / 24 h / Heating

3: 91 percent / t-BuOK / dimethylformamide / 1 h / 80 °C

4: 96 percent / aq. CF₃CO₂H / CH₂Cl₂ / 5 h / 20 °C

5: 82 percent / t-BuOK / tetrahydrofuran / 1 h / 20 °C

6: 60 percent / Pd(OAc)2; POT; Et₃N / xylene / 48 h / 130 °C

With palladium diacetate; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; xylene; benzene; 1: Heck reaction / 2: acetalation / 3: Condensation / 4: Hydrolysis / 5: Wittig reaction / 6: Heck reaction;
DOI:10.1021/ja9941072