2-Hydroxy-3-methoxychalcone

Base Information

• Chemical Name: 2-Hydroxy-3-methoxychalcone
• CAS No.: 144100-21-0
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• NSC Number: 660295
• DSSTox Substance ID: DTXSID501192556
• Nikkaji Number: J2.396.800B,J3.021.061A
• Metabolomics Workbench ID: 73791
• ChEMBL ID: CHEMBL388276
• Mol file: 144100-21-0.mol

Synonyms:NSC660295;CHEMBL388276;2-HYDROXY-3-METHOXYCHALCONE;3-(2-Hydroxy-3-methoxy-phenyl)-1-phenyl-propenone;SCHEMBL5084150;UIZYRMBJSZYZAK-ZHACJKMWSA-N;DTXSID501192556;(2E)-3-(2-hydroxy-3-methoxyphenyl)-1-phenylprop-2-en-1-one;BDBM50477550;NSC 660295;NSC-660295;2-Hydroxy-3-methoxychalcone, AldrichCPR;2-Propen-1-one, 3-(2-hydroxy-3-methoxyphenyl)-1-phenyl-;(2E)-3-(2-Hydroxy-3-methoxyphenyl)-1-phenyl-2-propen-1-one;(E)-1-(2-Hydroxy-3-methoxyphenyl)-3-phenyl-1-propene-3-one;(E)-3-(2-hydroxy-3-methoxy-phenyl)-1-phenyl-prop-2-en-1-one;144100-21-0

Chemical Property of 2-Hydroxy-3-methoxychalcone

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1O)C=CC(=O)C2=CC=CC=C2
• Isomeric SMILES: COC1=CC=CC(=C1O)/C=C/C(=O)C2=CC=CC=C2

Technology Process of 2-Hydroxy-3-methoxychalcone

There total 2 articles about 2-Hydroxy-3-methoxychalcone 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: 89.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + acetophenone (98-86-2) → (2E)-1-phenyl-3-(2-hydroxy-3-methoxyphenyl)prop-2-en-1-one (144100-21-0)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 148h;

DOI:10.1021/jm800221g

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + acetophenone (98-86-2) → (2E)-1-phenyl-3-(2-hydroxy-3-methoxyphenyl)prop-2-en-1-one (144100-21-0)

Guidance literature:

With sodium hydroxide;

DOI:10.1039/jr9360000256

Reference yield: 90.0%

(2E)-1-phenyl-3-(2-hydroxy-3-methoxyphenyl)prop-2-en-1-one (144100-21-0) + edaravone (89-25-8) → (E)-4-(8-methoxy-2-phenyl-4H-chromen-4-ylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

Guidance literature:

With iodine; In chlorobenzene; for 0.5h; Reflux;

DOI:10.1016/j.tet.2017.12.021

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

acetophenone