(E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-one

Base Information

• Chemical Name: (E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-one
• CAS No.: 132794-01-5
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Wikidata: Q76389667
• Pharos Ligand ID: 2W7R53NAJUUU
• ChEMBL ID: CHEMBL1766556

Synonyms:BRN 0026921;CHEMBL1766556;(E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-, (E)-;132794-01-5;BDBM50341665;LS-39561;(E)-3-(4-Hydroxy-3-methoxybenzylidene)chroman-4-one;(3E)-3-[(4-hydroxy-3-methoxy-phenyl)methylene]chroman-4-one;4H-1-benzopyran-4-one, 2,3-dihydro-3-[(4-hydroxy-3-methoxyphenyl)methylene]-, (3E)-

Chemical Property of (E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-one

Chemical Property:

• Vapor Pressure: 4.79E-10mmHg at 25°C
• Boiling Point: 485.4°Cat760mmHg
• Flash Point: 182.3°C
• Density: 1.318g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 282.08920892
• Heavy Atom Count: 21
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=C2COC3=CC=CC=C3C2=O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/2\COC3=CC=CC=C3C2=O)O

Technology Process of (E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-one

There total 1 articles about (E)-2,3-Dihydro-3-((4-hydroxy-3-methoxyphenyl)methylene)-4H-1-benzopyran-4-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: 71.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + vanillin (121-33-5,8014-42-4) → (E)-3-(4-hydroxy-3-methoxybenzylidene)chroman-4-one (132794-01-5)

Guidance literature:

With phosphoric acid; In water; at 80 ℃; for 6h;

DOI:10.1021/jm1013709

Reference yield: 94.0%

(E)-3-(4-hydroxy-3-methoxybenzylidene)chroman-4-one (132794-01-5) → (3R,4R)-3-(4-hydroxy-3-methoxybenzyl)chroman-4-ol

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; formic acid; ((R,R)-Ts-DENEB)RuCl; In acetonitrile; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00047

Reference yield:

1,4-dithiane-2,5-diol (40018-26-6) + (E)-3-(4-hydroxy-3-methoxybenzylidene)chroman-4-one (132794-01-5) → (2'SR,3SR,4'SR)-4'-hydroxy-2'-(4-hydroxy-3-methoxyphenyl)-4',5'-dihydro-2'H-spiro[chromane-3,3'-thiophen]-4-one + 4'-hydroxy-2'-(4-hydroxy-3-methoxyphenyl)-4',5'-dihydro-2'H-spiro[chromane-3,3'-thiophen]-4-one

Guidance literature:

With triethylamine; In toluene; at 80 ℃; for 0.666667h; diastereoselective reaction;

DOI:10.1016/j.tetlet.2014.11.026

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

vanillin

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