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

Base Information

Chemical Name:3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde
CAS No.:363622-83-7
Molecular Formula:C₅₉H₅₀O₅
Molecular Weight:839.043
Hs Code.:

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

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

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

There total 10 articles about 3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-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: 92.0%

: 363622-81-5
[3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-methanol

: 363622-83-7
3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 1.5h;
DOI:10.1021/jo015764r

Reference yield:

: 18226-42-1
1,3,5-Tris(bromomethyl)benzene

: 363622-83-7
3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 33 percent / dimethylformamide / 3 h / 100 °C

2: 100 percent / 4 h / 140 °C

3: t-BuOK / tetrahydrofuran / 20 °C

4: aq. NaOH / 2 h / 20 °C

5: 85 percent / PCC / CH₂Cl₂ / 2 h

6: t-BuOK / tetrahydrofuran / 2 h / 20 °C

7: aq. NaOH / 2 h / 20 °C

8: 92 percent / PCC / CH₂Cl₂ / 1.5 h

With sodium hydroxide; potassium tert-butylate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Arbuzov reaction / 3: Horner-Wadsworth-Emmons reaction / 6: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo015764r

Reference yield:

: 4464-18-0
1,3,5-tris(hydroxymethyl)benzene

: 363622-83-7
3,5-Bis-((E)-2-{3,5-bis-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / aq. HBr / acetic acid / 1 h / 20 °C

2: 33 percent / dimethylformamide / 3 h / 100 °C

3: 100 percent / 4 h / 140 °C

4: t-BuOK / tetrahydrofuran / 20 °C

5: aq. NaOH / 2 h / 20 °C

6: 85 percent / PCC / CH₂Cl₂ / 2 h

7: t-BuOK / tetrahydrofuran / 2 h / 20 °C

8: aq. NaOH / 2 h / 20 °C

9: 92 percent / PCC / CH₂Cl₂ / 1.5 h

With sodium hydroxide; potassium tert-butylate; hydrogen bromide; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; 3: Arbuzov reaction / 4: Horner-Wadsworth-Emmons reaction / 7: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo015764r