(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

Base Information

Chemical Name:(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one
CAS No.:849024-42-6
Molecular Formula:C₂₄H₁₆O₆
Molecular Weight:400.387
Hs Code.:

Synonyms:(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

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Technology Process of (Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

There total 13 articles about (Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one 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: 94.0%

: 849024-41-5
(5Z)-3-(4-methoxybenzoyl)-5-(4-methoxybenzylidene)-4-(4-methoxyphenyl)furan-2(5H)-one

: 849024-42-6
(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

Guidance literature:: With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1002/ejoc.201300166

Reference yield: 72.0%

: 4136-21-4
p-methoxybenzoylmethanol

: 87769-44-6
6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 123-11-5
4-methoxy-benzaldehyde

: 849024-42-6
(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

Guidance literature:: p-methoxybenzoylmethanol; 6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one; 4-methoxy-benzaldehyde; With triethylamine; In toluene; at 150 ℃; for 0.0833333h; Inert atmosphere; Sealed tube; Microwave irradiation; Molecular sieve;

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.bmc.2015.04.010

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 849024-42-6
(Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / 2,6-lutidine; n-Bu₂BOTf / tetrahydrofuran / 0.75 h / -78 - -20 °C

2.1: 86 percent / aq. AsPh₃; Ag₂O / PdCl₂(PhCN)2 / tetrahydrofuran / 20 h / 23 °C

3.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 15 h / 23 °C

4.1: TBSOTf; i-Pr₂NEt / CH₂Cl₂ / 1 h / 23 °C

4.2: 94 percent / DBU / CH₂Cl₂ / 2 h / 23 °C

5.1: 93 percent / BBr₃ / CH₂Cl₂ / 20 h / -78 - 23 °C

With 2,6-dimethylpyridine; triphenyl-arsane; di-n-butylboryl trifluoromethanesulfonate; t-butyldimethylsiyl triflate; boron tribromide; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; silver(l) oxide; bis(benzonitrile)palladium(II) dichloride; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2004-837220