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

Base Information

• Chemical Name: 2-acetoxy-1,3,4,5-tetramethoxybenzene
• CAS No.: 56002-80-3
• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.255
• Mol file: 56002-80-3.mol

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

Chemical Property of 2-acetoxy-1,3,4,5-tetramethoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetoxy-1,3,4,5-tetramethoxybenzene

There total 3 articles about 2-acetoxy-1,3,4,5-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: 73.0%

1-(2,3,4,6-tetramethoxyphenyl)ethanone (7508-05-6) → 2-acetoxy-1,3,4,5-tetramethoxybenzene (56002-80-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; at 20 - 25 ℃; for 0.0833333h; Irradiation; Microwave;

DOI:10.3987/COM-07-11054

Reference yield:

1,2,3,5-tetramethoxybenzene (5333-45-9) → 2-acetoxy-1,3,4,5-tetramethoxybenzene (56002-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 60 °C / Inert atmosphere

3: selenium(IV) oxide; dihydrogen peroxide / tert-butyl alcohol / 10 h / 50 °C / Inert atmosphere

With selenium(IV) oxide; aluminum (III) chloride; dihydrogen peroxide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Friedel Crafts acylation / 3: Baeyer-Villiger oxidation;

DOI:10.1039/c0cc04936k

Reference yield:

1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone (7507-98-4) → 2-acetoxy-1,3,4,5-tetramethoxybenzene (56002-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 60 °C / Inert atmosphere

2: selenium(IV) oxide; dihydrogen peroxide / tert-butyl alcohol / 10 h / 50 °C / Inert atmosphere

With selenium(IV) oxide; dihydrogen peroxide; potassium carbonate; In N,N-dimethyl-formamide; tert-butyl alcohol; 2: Baeyer-Villiger oxidation;

DOI:10.1039/c0cc04936k

upstream raw materials:

1-(2,3,4,6-tetramethoxyphenyl)ethanone

1,2,3,5-tetramethoxybenzene

1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone

Downstream raw materials:

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

1,2,3,4,5-pentamethoxybenzene

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

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

Refernces

• 1、 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.