Benzofuran-6-carboxylic acid

Base Information

• Chemical Name: Benzofuran-6-carboxylic acid
• CAS No.: 77095-51-3
• Molecular Formula: C9H6O3
• Molecular Weight: 162.145
• Hs Code.: 2932999099
• European Community (EC) Number: 815-384-2
• UNII: B5U4E8V7RT
• DSSTox Substance ID: DTXSID30591395
• Wikidata: Q72445521
• Mol file: 77095-51-3.mol

Synonyms:benzofuran-6-carboxylic acid;77095-51-3;1-benzofuran-6-carboxylic acid;6-BENZOFURANCARBOXYLIC ACID;MFCD01006751;6-Benzofurancarboxylicacid;B5U4E8V7RT;SCHEMBL879386;DTXSID30591395;RVDHGRQELZPGCO-UHFFFAOYSA-N;BCP16992;cyclopenta[c]pyran-7-carboxylic acid;AKOS006274780;CS-W020469;MB01639;AC-29750;DA-19695;DS-11168;SY046615;AM20041150;EN300-78569;A838957;J-519749

Chemical Property of Benzofuran-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 325.559 °C at 760 mmHg
• Flash Point: 150.693 °C
• PSA: 50.44000
• Density: 1.364 g/cm³
• LogP: 2.13100
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.031694049
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

>97% ^*data from raw suppliers

Benzofuran-6-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CO2)C(=O)O
• Uses: Benzofuran-6-carboxylic Acid is a reagent in the development of potent LFA-1/ICAM antagonist SAR 118 as an opthalmic solution for treating dry eyes. Preparation of piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation. It is also an important intermediate applied in organic synthesis. Benzofuran-6-carboxylic Acid is a reagent in the development of potent LFA-1/ICAM antagonist SAR 118 as an opthalmic solution for treating dry eyes. Preparation of piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation.

Technology Process of Benzofuran-6-carboxylic acid

There total 26 articles about Benzofuran-6-carboxylic 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: 100.0%

methyl benzofuran-6-carboxylate (588703-29-1) → benzofuran-6-carboxylic acid (77095-51-3)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 97.0%

ethyl benzofuran-6-carboxylate (1289646-90-7) → benzofuran-6-carboxylic acid (77095-51-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol;

Reference yield: 93.0%

methyl 3-hydroxy-4-[(trimethylsilyl)ethynyl]benzoate (478169-68-5) + methanol (67-56-1) → benzofuran-6-carboxylic acid (77095-51-3)

Guidance literature:

methyl 3-hydroxy-4-[(trimethylsilyl)ethynyl]benzoate; With copper(l) iodide; triethylamine; In ethanol; at 75 ℃; for 3h;

methanol; With pyrographite; In ethanol; for 1h; Heating / reflux;

With sodium hydroxide; In ethanol; at 20 ℃;

upstream raw materials:

methyl benzofuran-6-carboxylate

methyl 3-hydroxy-4-[(trimethylsilyl)ethynyl]benzoate

methyl 3-hydroxy-4-iodobenzoate

3-hydroxy-4-(2-propenyl)benzoic acid

Downstream raw materials:

((S)-benzyl 2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-methylsulfonyl)phenyl)propanoate

(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid

methyl benzofuran-6-carboxylate

4-[1-(1-benzofuran-6-ylcarbonyl)piperidin-4-yl]-6-(4-methoxybenzyl)pyrimidin-2-amine

Refernces

• 1、 -. "Preparation method of benzofuran derivative". Paragraph 0061; 0064-0066; 0074. . Retrieved 2020/02/06.
• 2、 -. "Synthesis method of lifitegrast intermediate". Paragraph 0008; 0017; 0018; 0019. . Retrieved 2018/07/06.