3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

Base Information

Chemical Name:3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate
CAS No.:1628200-54-3
Molecular Formula:C₁₃H₇BrF₅NO₃
Molecular Weight:400.099
Hs Code.:

Synonyms:3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

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Chemical Property of 3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

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Technology Process of 3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

There total 2 articles about 3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate 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: 58.0%

: 354-08-5
bromodifluoroacetic acid

: 2,2,2-trifluoro-N-(4-(3-hydroxyprop-1-yn-1-yl)phenyl)acetamide

: 1628200-54-3
3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

Guidance literature:: bromodifluoroacetic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 2h; Sealed tube;

2,2,2-trifluoro-N-(4-(3-hydroxyprop-1-yn-1-yl)phenyl)acetamide; With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Sealed tube;
DOI:10.1021/acs.orglett.5b01027

Reference yield:

: 106-40-1
4-bromo-aniline

: 1628200-54-3
3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / tetrahydrofuran / 3 h / 0 - 20 °C / Schlenk technique

2.1: copper(l) iodide; sodium iodide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / 1,4-dioxane / 16 h / 110 °C / Schlenk technique; Inert atmosphere

2.2: -10 - 20 °C / Schlenk technique; Inert atmosphere

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Sealed tube

3.2: 0 - 20 °C / Sealed tube

With pyridine; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; oxalyl dichloride; N,N-dimethyl-formamide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/acs.orglett.5b01027

Reference yield: 46.0%

: 1628200-54-3
3-[4-(2,2,2-trifluoroacetamido)phenyl]prop-2-yn-1-yl 2-bromo-2,2-difluoroacetate

: 1628200-43-0
2,2,2-trifluoro-N-(4-(1,1,1-trifluorobuta-2,3-dien-2-yl)phenyl)acetamide

Guidance literature:: With potassium fluoride; copper(l) iodide; 1,10-Phenanthroline; sodium 2-bromo-2,2-difluoro-acetate; In N,N-dimethyl-formamide; at 50 ℃; for 14h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b01027