3,6-Dihydroxy-2-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-1,4-benzoquinone

Base Information

• Chemical Name: 3,6-Dihydroxy-2-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-1,4-benzoquinone
• CAS No.: 479-63-0
• Molecular Formula: C18H12O7
• Molecular Weight: 340.289
• Mol file: 479-63-0.mol

Synonyms:Leucomelon;2-(3,4-dihydroxy-phenyl)-3,6-dihydroxy-5-(4-hydroxy-phenyl)-[1,4]benzoquinone;2-(3,4-Dihydroxy-phenyl)-3,6-dihydroxy-5-(4-hydroxy-phenyl)-[1,4]benzochinon;

Chemical Property of 3,6-Dihydroxy-2-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-1,4-benzoquinone

Chemical Property:

• PSA: 135.29000
• LogP: 2.19360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,6-Dihydroxy-2-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-1,4-benzoquinone

There total 9 articles about 3,6-Dihydroxy-2-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-1,4-benzoquinone 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: 80.0%

3-(3,4-dimethoxyphenyl)-2,5-dimethoxy-6-(4-benzyloxyphenyl)-1,4-benzoquinone (1110631-89-4) → 3-(3,4-Dihydroxyphenyl)-2,5-dihydroxy-6-(4-hydroxyphenyl)-1,4-benzochinon (Leucomelon) (479-63-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 8h;

DOI:10.1021/ol802645f

Reference yield: 26.0%

3-(3,4-Dimethoxyphenyl)-2,5-dihydroxy-6-(4-methoxyphenyl)-1,4-benzochinon (104555-26-2) → 3-(3,4-Dihydroxyphenyl)-2,5-dihydroxy-6-(4-hydroxyphenyl)-1,4-benzochinon (Leucomelon) (479-63-0) + 3-(3-Brom-4-hydroxyphenyl)-2,5-dihydroxy-6-(3,4-dihydroxyphenyl)-1,4-benzochinon (104555-27-3)

Guidance literature:

With boron tribromide; In dichloromethane; for 2h; Heating;

DOI:10.1002/jlac.198619860117

Reference yield:

3,4',4-Tri-O-methylgrevillin B (104555-05-7) → 3-(3,4-Dihydroxyphenyl)-2,5-dihydroxy-6-(4-hydroxyphenyl)-1,4-benzochinon (Leucomelon) (479-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / sodium methoxide / methanol / 0.17 h / 40 - 50 °C

2: 30 percent / BBr₃ / CH₂Cl₂ / 2 h / Heating

With sodium methylate; boron tribromide; In methanol; dichloromethane;

DOI:10.1002/jlac.198619860117

upstream raw materials:

3-(3,4-Dimethoxyphenyl)-2,5-dihydroxy-6-(4-methoxyphenyl)-1,4-benzochinon

3,4',4-Tri-O-methylgrevillin B

3-(3,4-dimethoxyphenyl)-2,5-dimethoxy-6-(4-benzyloxyphenyl)-1,4-benzoquinone

2,2,6,6-tetramethylbenzo[1,2-d;4,5-d¹]bis[1,3]dioxole

Downstream raw materials:

3,4-Dihydroxybenzoic acid

4-hydroxy-benzoic acid

cycloleucomelone