5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid

Base Information

• Chemical Name: 5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid
• CAS No.: 93198-71-1
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• Mol file: 93198-71-1.mol

Synonyms:93198-71-1;5-Methoxy-2,3-dihydrobenzofuran-3-acetic Acid;3-Benzofuranacetic acid, 2,3-dihydro-5-methoxy-;5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid;2-(5-methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid;SCHEMBL9628106;(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid;AC7331;MFCD14705119;CS-12405;SY057001;CS-0312414;3-Benzofuranaceticacid,2,3-dihydro-5-methoxy-;A922747;2-(5-Methoxy-2,3-dihydrobenzofuran-3-yl)acetic acid;(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid #

Chemical Property of 5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxy-2,3-dihydro-1-benzofuran-3-aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OCC2CC(=O)O

Technology Process of 5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid

There total 1 articles about 5-Methoxy-2,3-dihydro-1-benzofuran-3-acetic 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: 6.0%

dimethylsulfoxonium methylide (70775-39-2,5367-24-8) + methyl (E)-3-(2-hydroxy-5-methoxyphenyl)acrylate (93198-67-5) → (+/-)-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetic acid (93198-71-1) + (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate (93772-89-5) + 2-(2-Hydroxy-5-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester + 2-(2,5-Dimethoxy-phenyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:

In dimethyl sulfoxide; Yield given; 1.) 60 - 65 deg C, 4 h, 2.) room temperature, overnight;

Reference yield:

(+/-)-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetic acid (93198-71-1) → Benzyl-[6-methoxy-2a,5-dihydro-2H,3H-naphtho[1,8-bc]furan-(4E)-ylidene]-amine

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / oxalyl chloride, DMF / benzene / 1 h / Ambient temperature

2: 98 percent / diethyl ether

3: 1.) Rh₂(OAc)4, 2.) TFA / 1.) CH₂Cl₂, reflux, 1.5 h, 2.) CH₂Cl₂, RT, 1 h

4: 4 Angstroem molecular sieves / benzene / 7 h

With dirhodium tetraacetate; oxalyl dichloride; 4 A molecular sieve; N,N-dimethyl-formamide; trifluoroacetic acid; In diethyl ether; benzene;

DOI:10.1021/jm980076u

upstream raw materials:

dimethylsulfoxonium methylide

methyl (E)-3-(2-hydroxy-5-methoxyphenyl)acrylate