(2E)-1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylprop-2-en-1-one

Base Information

• Chemical Name: (2E)-1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylprop-2-en-1-one
• CAS No.: 58969-62-3
• Molecular Formula: C18H18O4
• Molecular Weight: 298.339
• Hs Code.: 2914509090
• Mol file: 58969-62-3.mol

Synonyms:2',4'-dimethoxy-6'-hydroxy-5'-C-methylchalcone;2'-hydroxy-4',6'-dimethoxy-3'-methychalcone;aurentiacin;

Chemical Property of (2E)-1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylprop-2-en-1-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 511.628°C at 760 mmHg
• Flash Point: 187.109°C
• PSA: 55.76000
• Density: 1.181g/cm³
• LogP: 3.61390

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E)-1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylprop-2-en-1-one

There total 6 articles about (2E)-1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylprop-2-en-1-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: 91.0%

2,2-difluoro-5,7-dimethoxy-8-methyl-4-(2-phenylvinyl)-1-oxa-3-oxonia-2-boratanaphthalene → 2',4'-dimethoxy-6'-hydroxy-5'-C-methylchalcone (58969-62-3)

Guidance literature:

With ethanol; water; for 1h; Heating;

DOI:10.1002/(SICI)1099-0690(199909)1999:9<2309::AID-EJOC2309>3.0.CO;2-9

Reference yield:

1-(2-hydroxy-4,6-dimethoxy-3-methyl-phenyl)-ethanone (23121-32-6) + benzaldehyde (100-52-7) → 2',4'-dimethoxy-6'-hydroxy-5'-C-methylchalcone (58969-62-3)

Guidance literature:

DOI:10.1016/0031-9422(71)85094-X

Reference yield:

stercurensin (94388-75-7) + dimethyl sulfate (77-78-1) → 2',4'-dimethoxy-6'-hydroxy-5'-C-methylchalcone (58969-62-3)

Guidance literature:

With potassium carbonate; In acetone;

upstream raw materials:

stercurensin

dimethyl sulfate

1-(2-hydroxy-4,6-dimethoxy-3-methyl-phenyl)-ethanone

benzaldehyde

Downstream raw materials:

5-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one

5,7-dimethoxy-8-methylflavanone

5,7-dimethoxy-8-methyl-2-phenylchromen-4-one

5,7-dihydroxy-8-methylflavanone

Refernces

Trimethoxyphenyl compounds. IX. Boron heterocycles in preparative natural products chemistry: A simple synthesis of aurentiacin

10.1002/jlac.198219820810

The research focuses on the synthesis of aurentiacin and related compounds using boron heterocycles. Key chemicals involved include 2,4,6-trimethoxytoluene, which reacts with various acids such as cinnamic acid and 2-phenylpropionic acid in the presence of boron trifluoride to form boron heterocycles. These heterocycles are then hydrolyzed to yield aurentiacin (3b) and dihydroaurentiacin (3c). The study also explores the selective demethylation and acylation processes, highlighting the formation of intermediate compounds and their properties. The research provides a simple and efficient synthetic route for these natural products, with high yields and purity, contributing to the field of preparative natural products chemistry.