2-hydroxy-3,4,5,6-tetramethoxybenzene

Base Information

• Chemical Name: 2-hydroxy-3,4,5,6-tetramethoxybenzene
• CAS No.: 53887-77-7
• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.218
• Mol file: 53887-77-7.mol

Synonyms:2-hydroxy-3,4,5,6-tetramethoxybenzene

Chemical Property of 2-hydroxy-3,4,5,6-tetramethoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxy-3,4,5,6-tetramethoxybenzene

There total 11 articles about 2-hydroxy-3,4,5,6-tetramethoxybenzene 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: 87.0%

2-acetoxy-1,3,4,5-tetramethoxybenzene (56002-80-3) → 2-hydroxy-3,4,5,6-tetramethoxybenzene (53887-77-7)

Guidance literature:

With sodium hydroxide; at 25 ℃; for 0.5h;

DOI:10.3987/COM-07-11054

Reference yield: 75.0%

2,4,6-tribromo-1,3-dimethoxybenzene (25676-73-7) + sodium methylate (124-41-4) → 2-hydroxy-3,4,5,6-tetramethoxybenzene (53887-77-7)

Guidance literature:

With copper(I) bromide; In methanol; N,N-dimethyl-formamide; at 120 ℃; for 1h; Microwave irradiation;

DOI:10.1007/s10600-019-02605-x

Reference yield:

2,3,4,6-tetramethoxy-benzaldehyde (41038-46-4) → 2-hydroxy-3,4,5,6-tetramethoxybenzene (53887-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 30percent aq. H₂O₂ / 2-NO₂C₆H₄SeSeC₆H₄NO₂-2 / CH₂Cl₂ / 9 h / Ambient temperature

2: KOH / methanol / 1 h / Ambient temperature

With potassium hydroxide; dihydrogen peroxide; bis(o-nitrophenyl) diselenide; In methanol; dichloromethane;

DOI:10.1055/s-1989-27183

upstream raw materials:

2-acetoxy-1,3,4,5-tetramethoxybenzene

2,3,4,6-tetramethoxyphenol formate

2,6-dimethoxy-1,4-hydroquinone

2,3,4,6-tetramethoxy-benzaldehyde

Downstream raw materials:

1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(3,4-dimethoxyphenyl)-1,3-propanedione

nobiletin

5-hydroxy-6,7,8,3',4'-pentamethoxyflavone

1,2,3,4,5-pentamethoxybenzene

Refernces

• 1、 Arisawa, Mieko,Nihei, Yuri,Suzuki, Takaaki,Yamaguchi, Masahiko. "Rhodium-catalyzed cleavage reaction of aryl methyl ethers with thioesters". supporting information; experimental part. p. 855 - 857. Retrieved 2012/03/26.
• 2、 Tsukayama, Masao,Kusunoki, Eiji,Hossain, Mohammad M.,Kawamura, Yasuhiko,Hayashi, Shinji. "Miscrowave-assisted efficient synthesis of polymethoxyacetophenones and natural polymethoxyflavones, and thier inhibitory effects on melanogenesis". . p. 1589 - 1600. Retrieved 2008/09/17.