1-(2-Furyl)-3-(2-hydroxyphenyl)propane-1,3-dione

Base Information

• Chemical Name: 1-(2-Furyl)-3-(2-hydroxyphenyl)propane-1,3-dione
• CAS No.: 65599-35-1
• Molecular Formula: C13H10O4
• Molecular Weight: 230.22
• DSSTox Substance ID: DTXSID501217069
• Nikkaji Number: J2.204.314E
• Mol file: 65599-35-1.mol

Synonyms:65599-35-1;1-(2-FURYL)-3-(2-HYDROXYPHENYL)PROPANE-1,3-DIONE;1-(furan-2-yl)-3-(2-hydroxyphenyl)propane-1,3-dione;CHEMBRDG-BB 5479987;1-(2-furyl)-3-(2-hydroxyphenyl)-1,3-propanedione;CBMicro_022129;DTXSID501217069;CCG-9117;MFCD20502982;AKOS001684547;BS-36527;BIM-0022080.P001;EU-0015521;AB00086613-01;AH-034/08836013;1-(2-Furanyl)-3-(2-hydroxyphenyl)-1,3-propanedione;1,3-Propanedione, 1-(2-furanyl)-3-(2-hydroxyphenyl)-

Chemical Property of 1-(2-Furyl)-3-(2-hydroxyphenyl)propane-1,3-dione

Chemical Property:

• Vapor Pressure: 1.38E-07mmHg at 25°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 230.05790880
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)CC(=O)C2=CC=CO2)O

Technology Process of 1-(2-Furyl)-3-(2-hydroxyphenyl)propane-1,3-dione

There total 7 articles about 1-(2-Furyl)-3-(2-hydroxyphenyl)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: 88.0%

2-acetylphenyl furan-2-carboxylate (72738-17-1) → 1-(2-hydroxyphenyl)-3-(furan-2-yl)propane-1,3-dione (65599-35-1)

Guidance literature:

2-acetylphenyl furan-2-carboxylate; With pyridine;

With potassium hydroxide; at 50 ℃;

DOI:10.1039/d0nj03525d

Reference yield: 69.0%

Ethyl 2-furoate (614-99-3) + o-hydroxyacetophenone (118-93-4,104809-67-8) → 1-(2-hydroxyphenyl)-3-(furan-2-yl)propane-1,3-dione (65599-35-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Reflux;

DOI:10.1039/c6gc00704j

Reference yield:

2-furancarbonyl chloride (527-69-5) → 1-(2-hydroxyphenyl)-3-(furan-2-yl)propane-1,3-dione (65599-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 20 °C

2.1: KOH / pyridine / 20 °C

2.2: AcOH

With pyridine; potassium hydroxide; In pyridine; 2.1: Baker-Venkataraman rearrangement;

DOI:10.1016/j.tetlet.2005.06.058

upstream raw materials:

2-acetylphenyl furan-2-carboxylate

pyridine

2-furancarbonyl chloride

o-hydroxyacetophenone

Downstream raw materials:

3-(2''-Hydroxyphenyl)-1-phenyl-5-(2'-furyl)pyrazole

3-(2''-Hydroxyphenyl)-5-(2'-furyl)isoxazole

3-(2'-Furyl)-5-(2''-hydroxyphenyl)isoxazole

3-(2''-Hydroxyphenyl)-5-(2'-furyl)pyrazole