2-Benzofurancarboxylic acid, 2,3-dihydro-, methyl ester

Base Information

• Chemical Name: 2-Benzofurancarboxylic acid, 2,3-dihydro-, methyl ester
• CAS No.: 54442-11-4
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188

Synonyms:

Chemical Property of 2-Benzofurancarboxylic acid, 2,3-dihydro-, methyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Benzofurancarboxylic acid, 2,3-dihydro-, methyl ester

There total 1 articles about 2-Benzofurancarboxylic acid, 2,3-dihydro-, methyl ester 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: 12.0%

methyl 2-diazo-3-(2-hydroxyphenyl)propanoate → 2,3-dihydrobenzofuran-2-carboxylic acid methyl ester (54442-11-4) + methyl 2-hydroxycinnamate (6236-69-7)

Guidance literature:

With copper(I) triflate benzene complex; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In dichloromethane; at 20 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

DOI:10.1248/cpb.c18-00519

Reference yield: 58.0%

2,3-dihydrobenzofuran-2-carboxylic acid methyl ester (54442-11-4) + methyl 4-iodobenzoate (619-44-3) → methyl 6-(4-(methoxycarbonyl)phenyl)-2,3-dihydrobenzofuran-2-carboxylate

Guidance literature:

With quinoxaline-6-carbonitrile; m-(trifluoromethyl)benzenesulfonic acid; C₁₁H₁₆O₂; silver(I) acetate; palladium diacetate; at 95 ℃; for 20h;

DOI:10.1021/jacs.9b07887

Reference yield:

2,3-dihydrobenzofuran-2-carboxylic acid methyl ester (54442-11-4) → (R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide

Guidance literature:

Multi-step reaction with 4 steps

1: HCONMe₂*SO₃; (COCl)2

2: aq. LiOH / methanol; tetrahydrofuran

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*(BF₄)^- / CH₂Cl₂

With lithium hydroxide; oxalyl dichloride; sulfur trioxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.08.094

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