(2E)-3-(1-benzofuran-2-yl)acrylic acid

Base Information

• Chemical Name: (2E)-3-(1-benzofuran-2-yl)acrylic acid
• CAS No.: 132376-67-1
• Molecular Formula: C11H8O3
• Molecular Weight: 188.17900
• European Community (EC) Number: 867-389-4,935-745-9
• Nikkaji Number: J1.586.700K,J120.465C
• Mol file: 132376-67-1.mol

Synonyms:132376-67-1;(2E)-3-(1-benzofuran-2-yl)acrylic acid;(e)-3-(benzofuran-2-yl)acrylic acid;(E)-3-(1-benzofuran-2-yl)prop-2-enoic acid;57329-40-5;(2E)-3-(1-benzofuran-2-yl)prop-2-enoic acid;2-Propenoic acid, 3-(2-benzofuranyl)-, (2E)-;3-(benzofuran-2-yl)acrylic acid;3-(1-benzofuran-2-yl)prop-2-enoic acid;SCHEMBL1226009;SCHEMBL1226012;SCFAXPKHRUZJFC-AATRIKPKSA-N;MFCD03002764;AKOS002680560;Trans-3-(benzofuran-2-yl)acrylic acid;AS-66238;(e)-3-(1-benzofuran-2-yl)propenoic acid;CS-0215649;EN300-25633;A22416;EN300-270448;J-525001;F2121-0479;Z2942852984

Chemical Property of (2E)-3-(1-benzofuran-2-yl)acrylic acid

Chemical Property:

• PSA: 50.44000
• LogP: 2.53060
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

(2e)-3-(1-Benzofuran-2-Yl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2E)-3-(1-benzofuran-2-yl)acrylic acid

There total 9 articles about (2E)-3-(1-benzofuran-2-yl)acrylic 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: 92.0%

(E)-ethyl 3-(2-benzofuryl)acrylate (125482-23-7) → (2E)-3-(1-benzofuran-2-yl)-2-propenoic acid (132376-67-1)

Guidance literature:

With potassium hydroxide; for 4h; Heating;

DOI:10.1002/chem.200501034

Reference yield: 84.0%

malonic acid (141-82-2) + 2-formylbenzo[b]furan (4265-16-1) → (2E)-3-(1-benzofuran-2-yl)-2-propenoic acid (132376-67-1)

Guidance literature:

With piperidine; pyridine; at 80 - 115 ℃; for 4h;

DOI:10.1080/10426500701557310

Reference yield:

1-benzofurane (271-89-6) → (2E)-3-(1-benzofuran-2-yl)-2-propenoic acid (132376-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / POCl₃ / 20 h / 100 °C

2: 90 percent / toluene / 2 h / Heating

3: 92 percent / aq. KOH / 4 h / Heating

With potassium hydroxide; trichlorophosphate; In toluene;

DOI:10.1002/chem.200501034

upstream raw materials:

malonic acid

2-formylbenzo[b]furan

ethyl 3-(benzo[b]furan-2-yl)propionate

(rac)-2-amino-3-benzofuran-2-yl-propionic acid

Downstream raw materials:

3-(Benzofuran-2-yl)propionic acid

dihydro-5-([2'-hydroxyphenyl]methyl)-2(3H)-furanone

6-[(E)-2-(1-benzofuran-2-yl)ethenyl]-3-(4-bromophenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole

6-[(E)-2-(1-benzofuran-2-yl)ethenyl]-3-(3-methylphenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole