4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid

Base Information

• Chemical Name: 4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid
• CAS No.: 70170-77-3
• Molecular Formula: C16H10O4
• Molecular Weight: 266.2482
• Mol file: 70170-77-3.mol

Synonyms:4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid;Benzoic acid, 4-((3-oxo-2(3H)-benzofuranylidene)methyl)-;70170-77-3;LS-38059

Chemical Property of 4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid

Chemical Property:

• Vapor Pressure: 6.28E-11mmHg at 25°C
• Boiling Point: 502.8°Cat760mmHg
• Flash Point: 194.4°C
• Density: 1.428g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 266.05790880
• Heavy Atom Count: 20
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=CC3=CC=C(C=C3)C(=O)O)O2
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)/C(=C\C3=CC=C(C=C3)C(=O)O)/O2

Technology Process of 4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid

There total 7 articles about 4-((3-Oxo-2(3H)-benzofuranylidene)methyl)benzoic acid 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: 42.0%

3-oxo-2,3-dihydrobenzo[b]furan (7169-34-8) + 4-Carboxybenzaldehyde (619-66-9) → (Z)-4-((3-oxobenzofuran-2(3H)-ylidene)methyl)benzoic acid (70170-77-3)

Guidance literature:

With hydrogenchloride; In water; isopropyl alcohol; at 80 ℃;

DOI:10.1016/j.bioorg.2020.104062

Reference yield: 40.0%

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (3327-24-0) → (Z)-4-((3-oxobenzofuran-2(3H)-ylidene)methyl)benzoic acid (70170-77-3)

Guidance literature:

With mercury(II) diacetate; In pyridine; at 110 ℃;

DOI:10.1016/j.bmcl.2014.10.019

Reference yield:

phenol (108-95-2,27073-41-2) → (Z)-4-((3-oxobenzofuran-2(3H)-ylidene)methyl)benzoic acid (70170-77-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 120 °C

2: aluminum (III) chloride / 80 - 90 °C

3: sodium acetate / methanol / 1 h / 65 °C

4: hydrogenchloride / isopropyl alcohol; water / 80 °C

With hydrogenchloride; aluminum (III) chloride; sodium acetate; In methanol; water; isopropyl alcohol; 2: |Fries Phenol Ester Rearrangement;

DOI:10.1016/j.bioorg.2020.104062

upstream raw materials:

o-hydroxyacetophenone

4-methoxy-benzaldehyde

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

3-oxo-2,3-dihydrobenzo[b]furan