2-(2-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

Base Information

• Chemical Name: 2-(2-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS No.: 116854-95-6
• Molecular Formula: C15H14O5
• Molecular Weight: 274.273
• DSSTox Substance ID: DTXSID70358626
• Wikidata: Q82139335
• Mol file: 116854-95-6.mol

Synonyms:116854-95-6;2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone;Ethanone, 2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-;Oprea1_073098;DTXSID70358626;STK888279;AKOS000275887;2,4,6-trihydroxyphenyl 2-methoxybenzyl ketone;2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)etha;F1190-0464

Chemical Property of 2-(2-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 274.08412354
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CC(=O)C2=C(C=C(C=C2O)O)O

Technology Process of 2-(2-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

There total 2 articles about 2-(2-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone 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: 70.0%

3,5-dihydroxyphenol (108-73-6) + 2-methoxy-benzeneacetonitrile (7035-03-2) → 2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (116854-95-6)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; at 0 ℃;

DOI:10.1021/jf1023643

Reference yield:

3-(2-methoxy-phenyl)-2-hydroxyimino-propionic acid → 2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (116854-95-6)

Guidance literature:

Multi-step reaction with 2 steps

2: ZnCl₂; HCl; diethyl ether / beim Erwaermen des Reaktionsprodukts mit H₂O

With hydrogenchloride; diethyl ether; zinc(II) chloride;

Reference yield: 90.0%

2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (116854-95-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5,7-dihydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one (247564-47-2)

Guidance literature:

2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone; With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 50 - 60 ℃; Cooling with ice;

N,N-dimethyl-formamide; With methanesulfonyl chloride; at 50 - 70 ℃;

DOI:10.1002/cbdv.201400208

upstream raw materials:

3,5-dihydroxyphenol

2-methoxy-benzeneacetonitrile

Downstream raw materials:

2-Hydroxy-3,4-dimethoxyphenyl 2-methoxybenzyl ketone

5,7-dihydroxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester

2-hydroxy-4,6,2'-trimethoxy-3-methyl-deoxybenzoin

1-(2-hydroxy-4,6-bis-methoxymethoxy-phenyl)-2-(2-methoxy-phenyl)-ethanone

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