N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

Base Information

Chemical Name:N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide
CAS No.:1277175-75-3
Molecular Formula:C₂₄H₁₈F₃NO₃
Molecular Weight:425.407
Hs Code.:

Synonyms:N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

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Chemical Property of N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

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Technology Process of N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

There total 9 articles about N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide 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: 93.0%

: 1277175-43-5
N-(3-bromobenzofuran-2-yl)-N-(methoxymethyl)benzamide

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 1277175-75-3
N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; water; at 101 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jo102265b

Reference yield:

: 1277175-91-3
benzyl bromo(3-bromobenzofuran-2-yl)carbamate

: 1277175-75-3
N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium thiosulfate / ethyl acetate / 1 h / 0 °C / Inert atmosphere

2.1: palladium diacetate; cesium fluoride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1,1-dimethoxyethane; water / 10 h / Inert atmosphere; Reflux

3.1: dmap; sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

3.2: 16 h / Inert atmosphere; Reflux

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

4.2: 20 - 55 °C / Inert atmosphere

5.1: N-Bromosuccinimide; toluene-4-sulfonic acid / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere; Darkness

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane; water / 5 h / 101 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; sodium hydride; toluene-4-sulfonic acid; sodium thiosulfate; cesium fluoride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; 1,1-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 2.1: Suzuki-Miyaura reaction / 6.1: Suzuki-Miyaura reaction;
DOI:10.1021/jo102265b

Reference yield:

: 496-41-3
Benzofuran-2-carboxylic acid

: 1277175-75-3
N-(methoxymethyl)-N-(3-(4-(trifluoromethyl)phenyl)benzofuran-2-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide; sodium t-butanolate / 1,2-dimethoxyethane / 20 h / 75 °C / Inert atmosphere

2.1: dmap; sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere; Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

3.2: 20 - 55 °C / Inert atmosphere

4.1: N-Bromosuccinimide; toluene-4-sulfonic acid / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere; Darkness

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane; water / 5 h / 101 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; sodium hydride; toluene-4-sulfonic acid; cesium fluoride; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; mineral oil; 1.1: Curtius rearrangement / 5.1: Suzuki-Miyaura reaction;
DOI:10.1021/jo102265b