(E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone

Base Information

• Chemical Name: (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone
• CAS No.: 428854-16-4
• Molecular Formula: C₂₇H₂₅NO₅
• Molecular Weight: 443.499
• Mol file: 428854-16-4.mol

Synonyms:(E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone

Chemical Property of (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone

There total 2 articles about (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone 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: 42.0%

4-dimethylamino-benzaldehyde (100-10-7) + triphenyl[(4,5,7-trimethoxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl]phosphonium bromide → (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone (428854-16-4)

Guidance literature:

triphenyl[(4,5,7-trimethoxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl]phosphonium bromide; With potassium carbonate; 18-crown-6 ether; In dichloromethane; for 0.25h; Heating;

4-dimethylamino-benzaldehyde; In dichloromethane;

DOI:10.1007/s007060170009

Reference yield: 28.0%

Br(1-)*C35H28O4P(1+) + 4-dimethylamino-benzaldehyde (100-10-7) → (E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone (428854-16-4)

Guidance literature:

Br^(1-)*C₃₅H₂₈O₄P⁽¹⁺⁾; With 18-crown-6 ether; potassium carbonate; In dichloromethane; for 0.25h; Inert atmosphere; Reflux;

4-dimethylamino-benzaldehyde; In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1111/j.1751-1097.2009.00587.x

Reference yield: 97.0%

(E)-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trimethoxyanthraquinone (428854-16-4) → (E)-9,10-dihydro-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trihydroxyanthracen-9-one (428854-18-6)

Guidance literature:

With hydrogen bromide; tin(ll) chloride; In acetic acid; for 2h; Heating;

DOI:10.1007/s007060170009

upstream raw materials:

4-dimethylamino-benzaldehyde

Downstream raw materials:

(E)-9,10-dihydro-6-(2-(4-dimethylaminophenyl)ethenyl)-1,3,8-trihydroxyanthracen-9-one

10-[2-(4-dimethylamino-phenyl)-vinyl]-1,3,4,6,8,15-hexahydroxy-13-methyl-dibenzo[a,o]perylene-7,16-dione

6-(4-(dimethylamino)phenethyl)-1,3,8-trimethoxyanthraquinone

Refernces

• 1、 Obermueller,Falk. "Concerning the absorption and photochemical properties of an ω-4-dimethylaminobenzal hypericin derivative". . p. 1519 - 1526. Retrieved 2007/10/03.