1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene

Base Information

• Chemical Name: 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene
• CAS No.: 890136-73-9
• Molecular Formula: C₂₄H₂₀I₂O₂
• Molecular Weight: 594.231
• Mol file: 890136-73-9.mol

Synonyms:1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene

Chemical Property of 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene

There total 2 articles about 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-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:

(2-iodobenzyl)triphenylphosphonium bromide (62680-65-3) + 2,3-dimethoxy-1,4-benzenedicarboxaldehyde (179693-85-7) → 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene (890136-73-9) + 1-[(E)-2-(2-Iodo-phenyl)-vinyl]-4-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/anie.200504287

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene (890136-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / n-BuLi / diethyl ether; hexane / -78 - 20 °C

2: t-BuOK / tetrahydrofuran / 16 h / 0 - 20 °C

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; diethyl ether; hexane; 2: Wittig reaction;

DOI:10.1002/anie.200504287

Reference yield: 48.0%

1,4-Bis-[(Z)-2-(2-iodo-phenyl)-vinyl]-2,3-dimethoxy-benzene (890136-73-9) → C24H20O2 + (MP)-7,8-Dimethoxypentahelicene

Guidance literature:

With potassium carbonate; tricyclohexylphosphine tetrafluoroborate; silver carbonate; palladium diacetate; In N,N-dimethyl acetamide; at 130 ℃; for 14h;

DOI:10.1021/jo0711586

upstream raw materials:

(2-iodobenzyl)triphenylphosphonium bromide

2,3-dimethoxy-1,4-benzenedicarboxaldehyde

1,2-dimethoxybenzene