benzofuran-4-carboxylic acid

Base Information

• Chemical Name: benzofuran-4-carboxylic acid
• CAS No.: 166599-84-4
• Molecular Formula: C9H6O3
• Molecular Weight: 162.145
• Hs Code.: 2932999099
• Mol file: 166599-84-4.mol

Synonyms:1-Benzofuran-4-carboxylicacid;

Chemical Property of benzofuran-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 325.559 °C at 760 mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 150.693 °C
• PSA: 50.44000
• Density: 1.364 g/cm³
• LogP: 2.13100
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

4-BenzofurancarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Benzofurancarboxylic Acid is a benzofuran derivative used in the preparation of dual orexin 1 and orexin 2 receptor antagonist which are useful for the treatment of sleep disorders.

Technology Process of benzofuran-4-carboxylic acid

There total 6 articles about benzofuran-4-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: 99.0%

methyl benzofuran-4-carboxylate (41019-56-1) → benzofuran-4-carboxylic acid (166599-84-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

Reference yield: 62.0%

methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate (166599-85-5) → benzofuran-4-carboxylic acid (166599-84-4)

Guidance literature:

methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate; toluene-4-sulfonic acid; In toluene; for 5.46667h; Heating / reflux;

With sodium hydroxide; water; In toluene; at 60 ℃; for 9h;

With hydrogenchloride; In water; at 2 - 14 ℃; for 14.5h; Heating / reflux;

Reference yield:

methyl 3-(prop-2-enyloxy)benzoate (79250-46-7) → benzofuran-4-carboxylic acid (166599-84-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 41 percent / 1 h / 230 °C

2: 1.) O₃, 2.) (CH₃)2S / 1.) MeOH, -70 deg C, 30 min, 2.) MeOH, RT, overnight

3: 67 percent / 85percent H₃PO₄ / a) RT, 10 min, b) 100 deg C, 15 min

4: 97 percent / 35percent KOH / methanol / 1 h / Heating

With potassium hydroxide; dimethylsulfide; phosphoric acid; ozone; In methanol;

DOI:10.1021/jm00016a013

upstream raw materials:

methyl benzofuran-4-carboxylate

methyl 3-(prop-2-enyloxy)benzoate

2-allyl-3-hydroxy-benzoic acid methyl ester

methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate

Downstream raw materials:

(2,3-dihydro-benzofuran-4-yl)-methanol

2,3-dihydro-1-benzofuran-4-carbaldehyde

trans-[2-(2,3-dihydro-4-benzofuranyl)cyclopropyl]methanamine

4-hydroxymethylbenzofurane