(E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

Base Information

• Chemical Name: (E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one
• CAS No.: 186507-11-9
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.285
• DSSTox Substance ID: DTXSID801193008
• Nikkaji Number: J2.851.371B,J783.097A
• ChEMBL ID: CHEMBL394728

Synonyms:(E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one;3'-Hydroxy-4-methoxychalcone;CHEMBL394728;SCHEMBL3440689;DTXSID801193008;(E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one;STK266501;AKOS001320344;NCGC00333879-01;AB00756088-01;AB00756088-03;Z46628030;(2E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one;2-Propen-1-one, 1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)-, (2E)-;186507-11-9

Chemical Property of (E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

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: 316

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C2=CC(=CC=C2)O
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C2=CC(=CC=C2)O

Technology Process of (E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

There total 4 articles about (E)-1-(3-Hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-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: 98.0%

3-Hydroxyacetophenone (121-71-1) + 4-methoxy-benzaldehyde (123-11-5) → (2E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (186507-11-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1016/j.bmc.2003.12.026

Reference yield: 45.9%

1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene (855300-09-3) + 4-methoxy-benzaldehyde (123-11-5) → (2E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (186507-11-9)

Guidance literature:

With potassium hydroxide; In methanol; water; at 20 ℃; for 72h;

Reference yield:

4-methoxy-benzaldehyde (123-11-5) + 1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone (124414-07-9) → (2E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (186507-11-9)

Guidance literature:

With potassium hydroxide; In ethanol; water;

DOI:10.1016/S0040-4039(96)02147-8

upstream raw materials:

3-Hydroxyacetophenone

4-methoxy-benzaldehyde

1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone

1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene

Downstream raw materials:

3'-(2,3-epoxypropoxy)-4-methoxychalcone

C₂₂H₁₉NO₂S

3-[3-(4-methoxyphenyl)propyl]phenol

1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)-1-propanone

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