7-Methoxy-2,3-dihydrobenzofuran-3-acetic acid

Base Information

• Chemical Name: 7-Methoxy-2,3-dihydrobenzofuran-3-acetic acid
• CAS No.: 93198-73-3
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• DSSTox Substance ID: DTXSID601253888
• Nikkaji Number: J2.396.274H
• Mol file: 93198-73-3.mol

Synonyms:7-Methoxy-2,3-dihydrobenzofuran-3-acetic acid;93198-73-3;3-Benzofuranacetic acid, 2,3-dihydro-7-methoxy-;7-Methoxy-2,3-dihydro-1-benzofuran-3-acetic acid;SCHEMBL206696;DTXSID601253888;AC7332;MFCD24480495;SY058308;CS-0458685;2,3-Dihydro-7-methoxy-3-benzofuranacetic acid;A916294;2-(7-Methoxy-2,3-dihydrobenzofuran-3-yl)acetic acid;(7-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid #

Chemical Property of 7-Methoxy-2,3-dihydrobenzofuran-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

7-Methoxy-2,3-dihydrobenzofuran-3-aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC2=C1OCC2CC(=O)O

Technology Process of 7-Methoxy-2,3-dihydrobenzofuran-3-acetic acid

There total 5 articles about 7-Methoxy-2,3-dihydrobenzofuran-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: 85.0%

7-Methoxy-2,3-dihydrobenzofuran-3-essigsaeureaethylester (84922-70-3) → 2-(2,3-dihydro-7-methoxybenzofuran-3-yl)acetic acid (93198-73-3)

Guidance literature:

With sodium hydroxide; In methanol; water; Ambient temperature;

DOI:10.1002/hlca.19820650619

Reference yield: 5.0%

methyl (E)-β-(2-hydroxy-3-methoxyphenyl)acrylate (93198-69-7) + dimethylsulfoxonium methylide (70775-39-2,5367-24-8) → 2-(2,3-dihydro-7-methoxybenzofuran-3-yl)acetic acid (93198-73-3) + (7-Methoxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester (93772-87-3) + 2-(2-Hydroxy-3-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester + 2-(2,3-Dimethoxy-phenyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:

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

Reference yield:

7-Methoxybenzofuran-3-essigsaeureaethylester (84922-69-0) → 2-(2,3-dihydro-7-methoxybenzofuran-3-yl)acetic acid (93198-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / H₂ / Pd/C / acetic acid / 86 h / 50 °C / 7500.6 Torr

2: 85 percent / NaOH / methanol; H₂O / Ambient temperature

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water; acetic acid;

DOI:10.1002/hlca.19820650619

upstream raw materials:

7-Methoxy-2,3-dihydrobenzofuran-3-essigsaeureaethylester

(7-Methoxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester

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

dimethylsulfoxonium methylide