2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

Base Information

Chemical Name:2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid
CAS No.:1404435-76-2
Molecular Formula:C₂₅H₁₅ClO₇
Molecular Weight:462.843
Hs Code.:

Synonyms:2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

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Chemical Property of 2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

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Technology Process of 2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

There total 12 articles about 2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-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: 95.0%

: 1441379-99-2
methyl 2-(4-(6-((3-chlorophenyl)ethynyl)-2,2-dimethyl-4-oxo-4H-[1,3]dioxino[5,4-f ]benzofuran-7-yl)phenoxy)acetate

: 1404435-76-2
2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; for 2h; Reflux;
DOI:10.1021/jm400248c

Reference yield:

: 89-86-1
4-hydroxysalicylic acid

: 1404435-76-2
2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: Iodine monochloride; acetic acid / 4 h / 20 °C

2: trifluoroacetic acid / acetone / 24 h / 20 °C

3: potassium carbonate / dimethyl sulfoxide / 4 h / 20 °C

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere; Schlenk technique

5: iodine; sodium hydrogencarbonate / acetonitrile / 24 h / 70 °C

6: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere; Schlenk technique

7: potassium hydroxide / tetrahydrofuran / 2 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; Iodine monochloride; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; 4: |Sonogashira Cross-Coupling / 6: |Sonogashira Cross-Coupling;
DOI:10.1021/jm400248c

Reference yield:

: 856106-63-3
2,4-dihydroxy-5-iodobenzoic acid

: 1404435-76-2
2-(4-(carboxymethoxy)phenyl)-3-((3-chlorophenyl)ethynyl)-6-hydroxybenzofuran-5-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / acetone / 24 h / 20 °C

2: potassium carbonate / dimethyl sulfoxide / 4 h / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere; Schlenk technique

4: iodine; sodium hydrogencarbonate / acetonitrile / 24 h / 70 °C

5: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere; Schlenk technique

6: potassium hydroxide / tetrahydrofuran / 2 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; sodium hydrogencarbonate; potassium carbonate; triethylamine; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; 3: |Sonogashira Cross-Coupling / 5: |Sonogashira Cross-Coupling;
DOI:10.1021/jm400248c