(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Base Information

Chemical Name:(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid
CAS No.:1622307-29-2
Molecular Formula:C₂₄H₁₄F₄O₄S
Molecular Weight:474.432
Hs Code.:

Synonyms:(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

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Chemical Property of (E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

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Technology Process of (E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

There total 7 articles about (E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic 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: 36.0%

: 1622308-62-6
(E)-tert-butyl 3-(4-((2-(4-fluoro-2-(trifluoromethyl)phenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate

: 1622307-29-2
(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Guidance literature:: With boron tribromide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

: 1622308-30-8
3-(4-bromophenoxy)-6-methoxybenzo[b]thiophene 1,1-dioxide

: 1622307-29-2
(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / 75 °C

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

3: potassium carbonate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); Trimethylacetic acid / N,N-dimethyl acetamide / 2 h / 150 °C / Microwave irradiation; Sealed tube; Inert atmosphere

4: boron tribromide / dichloromethane / 1 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); boron tribromide; diisobutylaluminium hydride; potassium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 2: |Heck Reaction;
DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

: 862081-99-0
2,3-dibromo-6-methoxybenzo[b]thiophene 1,1-dioxide

: 1622307-29-2
(E)-3-(4-((2-(4-fluoro-2-(trifluoromethyl)-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: caesium carbonate / tetrahydrofuran / 18 h / 20 °C

2: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 3 h / 20 °C

3: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / 75 °C

4: triethylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

5: potassium carbonate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); Trimethylacetic acid / N,N-dimethyl acetamide / 2 h / 150 °C / Microwave irradiation; Sealed tube; Inert atmosphere

6: boron tribromide / dichloromethane / 1 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); boron tribromide; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide; 4: |Heck Reaction;
DOI:10.1021/acs.jmedchem.7b01682