Butanedioic acid, bis[(4-hydroxy-3-methoxyphenyl)methylene]-, (2E,3E)-

Base Information

• Chemical Name: Butanedioic acid, bis[(4-hydroxy-3-methoxyphenyl)methylene]-, (2E,3E)-
• CAS No.: 102767-61-3
• Molecular Formula: C20H18O8
• Molecular Weight: 386.35200
• Mol file: 102767-61-3.mol

Synonyms:Di-((E?)-vanillyliden)-bernsteinsaeure;di-((E?)-vanillylidene)-succinic acid;E,E-bis(4-hydroxy-3-methoxybenzylidene)succinic acid;

Chemical Property of Butanedioic acid, bis[(4-hydroxy-3-methoxyphenyl)methylene]-, (2E,3E)-

Chemical Property:

• PSA: 133.52000
• LogP: 2.75120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanedioic acid, bis[(4-hydroxy-3-methoxyphenyl)methylene]-, (2E,3E)-

There total 8 articles about Butanedioic acid, bis[(4-hydroxy-3-methoxyphenyl)methylene]-, (2E,3E)- 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: 96.0%

(2E,3E)-diethyl 2,3-bis(4-hydroxy-3-methoxybenzylidene)succinate → 4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid (102767-61-3)

Guidance literature:

With ethanol; water; potassium hydroxide; for 8h; Reflux;

DOI:10.1016/j.bmcl.2010.07.028

Reference yield: 28.0%

ethyl 4-hydroxy-3-methoxycinnamate (4046-02-0) → 4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid (102767-61-3) + trans-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid + ethyl trans-5-<(E)-2-ethoxycarbonylvinyl>-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-trans-2,3-dihydrobenzofuran-3-carboxylate

Guidance literature:

With silver(l) oxide; In benzene; Ambient temperature;

Reference yield:

4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane-2,6-dione (77550-11-9) → 4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid (102767-61-3)

Guidance literature:

With sodium hydrogencarbonate; for 168h; Ambient temperature;

upstream raw materials:

bis-((E)-3-methoxy-4-methoxymethoxy-benzylidene)-succinic acid

ethyl 4-hydroxy-3-methoxycinnamate

4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid monomethyl ester

4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane-2,6-dione

Downstream raw materials:

2,3-bis(3,4-dimethoxybenzylidene)butanedioic acid

6,7-dimethoxy-1-(3',4'-dimethoxyphenyl)naphthalene-2,3-dicarboxylic anhydride

4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid monomethyl ester

bis-((E)-4-acetoxy-3-methoxy-benzylidene)-succinic acid-anhydride

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