N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

Base Information

Chemical Name:N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide
CAS No.:213825-64-0
Molecular Formula:C₂₂H₂₆BrNO₃Si
Molecular Weight:460.443
Hs Code.:

Synonyms:N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

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Chemical Property of N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

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Technology Process of N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

There total 4 articles about N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]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: 80.0%

: 213825-82-2
N-[2-(2-bromophenyl)ethyl]-2-iodo-4,5-dimethoxybenzamide

: 1066-54-2
trimethylsilylacetylene

: 213825-64-0
N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

Guidance literature:: With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In triethylamine; N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/jo981829n

Reference yield:

: 65185-58-2
2-(2-bromophenyl)ethanamine

: 213825-64-0
N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / triethylamine / tetrahydrofuran / 2.5 h / 20 °C

2: 75 percent / iodine; AgOCOCF₃; NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

3: 80 percent / CuI / (Ph₃P)2PdCl₂ / triethylamine; dimethylformamide / 12 h / 20 °C

With copper(l) iodide; iodine; silver trifluoroacetate; sodium hydrogencarbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; triethylamine; N,N-dimethyl-formamide; 1: Acylation / 2: Iodination / 3: Arylation;
DOI:10.1021/jo981829n

Reference yield:

: 3535-37-3
3,4-dimethoxybenzoic acid chloride

: 213825-64-0
N-[2-(2-bromophenyl)ethyl]-4,5-dimethoxy-2-[(trimethylsilyl)ethynyl]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / triethylamine / tetrahydrofuran / 2.5 h / 20 °C

2: 75 percent / iodine; AgOCOCF₃; NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

3: 80 percent / CuI / (Ph₃P)2PdCl₂ / triethylamine; dimethylformamide / 12 h / 20 °C

With copper(l) iodide; iodine; silver trifluoroacetate; sodium hydrogencarbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; triethylamine; N,N-dimethyl-formamide; 1: Acylation / 2: Iodination / 3: Arylation;
DOI:10.1021/jo981829n