(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

Base Information

Chemical Name:(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid
CAS No.:1069046-21-4
Molecular Formula:C₂₅H₂₁NO₂
Molecular Weight:367.447
Hs Code.:

Synonyms:(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

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Chemical Property of (2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

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Technology Process of (2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

There total 7 articles about (2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic 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: 91.0%

: 1069046-18-9
methyl (2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoate

: 1069046-21-4
(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

Guidance literature:: methyl (2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoate; With sodium hydroxide; In tetrahydrofuran; methanol; water; Heating;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=1;
DOI:10.1021/jm500494y

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 1069046-21-4
(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) bromide; potassium carbonate; potassium hydroxide; copper diacetate / 140 °C

2.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C

2.2: 3 h / 20 °C

3.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Cooling with ice

3.2: Cooling with ice

4.1: tin(IV) chloride; triethylsilane / dichloromethane / 1 h / -78 °C

5.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / 5 h / 120 °C / Sealed tube

6.1: sodium hydroxide / methanol; water; tetrahydrofuran / Heating

6.2: pH 1

With triethylsilane; aluminum (III) chloride; sodium tetrahydroborate; copper diacetate; palladium diacetate; tin(IV) chloride; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; potassium hydroxide; copper(I) bromide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 2.1: |Friedel-Crafts Acylation / 2.2: |Friedel-Crafts Acylation / 5.1: |Heck Reaction;
DOI:10.1021/jm500494y

Reference yield:

: 1069046-12-3
5-bromo-1-phenyl-3-phenylacetyl-1H-indole

: 1069046-21-4
(2E)-3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Cooling with ice

1.2: Cooling with ice

2.1: tin(IV) chloride; triethylsilane / dichloromethane / 1 h / -78 °C

3.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / 5 h / 120 °C / Sealed tube

4.1: sodium hydroxide / methanol; water; tetrahydrofuran / Heating

4.2: pH 1

With triethylsilane; sodium tetrahydroborate; palladium diacetate; tin(IV) chloride; triethylamine; tris-(o-tolyl)phosphine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 3.1: |Heck Reaction;
DOI:10.1021/jm500494y