1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

Base Information

• Chemical Name: 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
• CAS No.: 1431642-63-5
• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.284
• Mol file: 1431642-63-5.mol

Synonyms:1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

Chemical Property of 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

There total 4 articles about 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione 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:

methyl 4-methoxybenzoate (121-98-2) + 2,5-Dihydroxyacetophenone (490-78-8) → 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione (1431642-63-5)

Guidance literature:

2,5-Dihydroxyacetophenone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 10 ℃; for 3h; Inert atmosphere;

methyl 4-methoxybenzoate; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112075

Reference yield:

1-(2,5-bis(tert-butyldimethylsilyloxy)phenyl)-3-(4-methoxyphenyl)propane-1,3-dione (1431642-69-1) → 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione (1431642-63-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2013.02.052

Reference yield:

1-(2,5-bis(tert-butyldimethylsilyloxy)phenyl)ethanone (1431642-68-0) → 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione (1431642-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

With tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1016/j.bmcl.2013.02.052

upstream raw materials:

1-(2,5-bis(tert-butyldimethylsilyloxy)phenyl)ethanone

1-(2,5-bis(tert-butyldimethylsilyloxy)phenyl)-3-(4-methoxyphenyl)propane-1,3-dione

2,5-Dihydroxyacetophenone

methyl 4-methoxybenzoate

Downstream raw materials:

C₁₆H₁₄N₂O₃

6‐hydroxy‐4′‐methoxyflavone