CID 2777833

Base Information

• Chemical Name: CID 2777833
• CAS No.: 64919-59-1
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.286
• DSSTox Substance ID: DTXSID80380675
• Mol file: 64919-59-1.mol

Synonyms:DTXSID80380675

Chemical Property of CID 2777833

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C(=O)C=CC2=CC=CC=C2)O

Technology Process of CID 2777833

There total 5 articles about CID 2777833 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: 57.0%

3-methylphenyl cinnamate (65081-24-5) → 2'-hydroxy-4'-methylchalcone (64919-59-1)

Guidance literature:

With titanium tetrachloride; at 130 ℃; for 0.333333h; chemoselective reaction; Inert atmosphere; Sealed Tube; Neat (no solvent);

DOI:10.5012/bkcs.2011.32.1.65

Reference yield:

4'-hydroxy-2'-methylacetophenone (6921-64-8) + benzaldehyde (100-52-7) → 2'-hydroxy-4'-methylchalcone (64919-59-1)

Guidance literature:

With barium hydroxide octahydrate; In ethanol; at 30 ℃; for 24h;

DOI:10.1016/j.bmc.2009.12.029

Reference yield:

cinnamoyl chloride (102-92-1,17082-09-6) → 2'-hydroxy-4'-methylchalcone (64919-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 0 - 20 °C

2: titanium tetrachloride / 0.33 h / 130 °C / Inert atmosphere; Sealed Tube; Neat (no solvent)

With titanium tetrachloride; triethylamine; In tetrahydrofuran; 2: Fries rearrangement;

DOI:10.5012/bkcs.2011.32.1.65

upstream raw materials:

4'-hydroxy-2'-methylacetophenone

benzaldehyde

3-methylphenyl cinnamate

cinnamoyl chloride

Downstream raw materials:

1-[3-(2-Hydroxy-4-methyl-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-ethanone

7-methylflavone

7-methyl-2-phenylchroman-4-one

C₁₆H₁₄O