4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde

Base Information

• Chemical Name: 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde
• CAS No.: 190131-14-7
• Molecular Formula: C₂₈H₃₉I₂NO
• Molecular Weight: 659.433
• Mol file: 190131-14-7.mol

Synonyms:4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde

Chemical Property of 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde

There total 7 articles about 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-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: 64.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + [6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-phenyl-amine (190131-10-3) → 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde (190131-14-7)

Guidance literature:

With trichlorophosphate; 1.) 0 deg C, 1 h; 25 deg C, 1 h, 2.) 80 deg C, overnight;

DOI:10.1021/ja970048l

Reference yield:

1 ,6-dibromohexane (629-03-8) → 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde (190131-14-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Mg, I₂, 2.) Li₂CuCl₄ / 1.) THF, reflux, 0.5 h, 2.) THF, room temperature, overnight

2: 78 percent / I₂, H₅IO₆, 30percent H₂SO₄, acetic acid / CCl₄ / 48 h / 80 °C

3: 73 percent / K₂CO₃, Bu₄NBr, NaI / toluene / Heating

4: 64 percent / POCl₃ / 1.) 0 deg C, 1 h; 25 deg C, 1 h, 2.) 80 deg C, overnight

With dilithium tetrachlorocuprate; sulfuric acid; tetrabutylammomium bromide; iodine; potassium carbonate; magnesium; acetic acid; periodic acid; sodium iodide; trichlorophosphate; In tetrachloromethane; toluene;

DOI:10.1021/ja970048l

Reference yield:

1-bromo-octane (111-83-1) → 4-{[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-amino}-benzaldehyde (190131-14-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Mg, 2.) PdCl₂(dppf) / 1.) Et₂O, reflux, 0.5 h, 2.) Et₂O, reflux, overnight

2: 1.) Mg, I₂, 2.) Li₂CuCl₄ / 1.) THF, reflux, 0.5 h, 2.) THF, room temperature, overnight

3: 78 percent / I₂, H₅IO₆, 30percent H₂SO₄, acetic acid / CCl₄ / 48 h / 80 °C

4: 73 percent / K₂CO₃, Bu₄NBr, NaI / toluene / Heating

5: 64 percent / POCl₃ / 1.) 0 deg C, 1 h; 25 deg C, 1 h, 2.) 80 deg C, overnight

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dilithium tetrachlorocuprate; sulfuric acid; tetrabutylammomium bromide; iodine; potassium carbonate; magnesium; acetic acid; periodic acid; sodium iodide; trichlorophosphate; In tetrachloromethane; toluene;

DOI:10.1021/ja970048l

upstream raw materials:

N,N-dimethyl-formamide

[6-(2,5-Diiodo-4-octyl-phenyl)-hexyl]-methyl-phenyl-amine

1 ,6-dibromohexane

1-bromo-octane