8-Hydroxyflavanone

Base Information

• Chemical Name: 8-Hydroxyflavanone
• CAS No.: 92496-66-7
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.258
• DSSTox Substance ID: DTXSID201217646
• Nikkaji Number: J1.257.766D
• Mol file: 92496-66-7.mol

Synonyms:8-Hydroxyflavanone;SCHEMBL9205670;DTXSID201217646;92496-66-7;2,3-Dihydro-8-hydroxy-2-phenyl-4H-1-benzopyran-4-one

Chemical Property of 8-Hydroxyflavanone

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC2=C(C1=O)C=CC=C2O)C3=CC=CC=C3

Technology Process of 8-Hydroxyflavanone

There total 6 articles about 8-Hydroxyflavanone 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: 74.1%

2'-hydroxy-3'-methoxymethoxychalcone → 8-hydroxyflavanone (92496-66-7) + 2',3'-dihydroxychalcone (22129-67-5)

Guidance literature:

With hydrogenchloride; In methanol; at 100 ℃; for 2h;

DOI:10.1248/cpb.53.547

Reference yield:

1-(2-hydroxy-3-(methoxymethoxy)phenyl)ethan-1-one (880547-13-7) → 8-hydroxyflavanone (92496-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / KOH / ethanol / 22.5 h / 20 °C

2: 74.1 percent / HCl / methanol / 2 h / 100 °C

With hydrogenchloride; potassium hydroxide; In methanol; ethanol;

DOI:10.1248/cpb.53.547

Reference yield:

2',3'-dihydroxyacetophenone (13494-10-5) → 8-hydroxyflavanone (92496-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.4 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 1 h / 20 °C

2: 91 percent / KOH / ethanol / 22.5 h / 20 °C

3: 74.1 percent / HCl / methanol / 2 h / 100 °C

With hydrogenchloride; potassium hydroxide; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane;

DOI:10.1248/cpb.53.547

upstream raw materials:

1-(2-hydroxy-3-(methoxymethoxy)phenyl)ethan-1-one

2',3'-dihydroxyacetophenone

1-(2-hydroxy-3-methoxyphenyl)ethanone

2,3-dimethoxybenzonitrile