ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

Base Information

Chemical Name:ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate
CAS No.:1415354-78-7
Molecular Formula:C₁₆H₁₃Cl₃F₅NO₃
Molecular Weight:468.635
Hs Code.:

Synonyms:ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

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Chemical Property of ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

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Technology Process of ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

There total 2 articles about ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate 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: 84.0%

: 1415355-01-9
C₁₆H₁₃Cl₃F₅NO₃

: 1415354-93-6
ethyl (4E)-2,2-difluoro-3-hydroxy-5-(4-(trifluoromethyl)phenyl)pent-4-enoate

: 545-06-2
trichloroacetonitrile

: 1415354-78-7
ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

Guidance literature:: ethyl (4E)-2,2-difluoro-3-hydroxy-5-(4-(trifluoromethyl)phenyl)pent-4-enoate; trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 0 ℃; for 0.5h; Inert atmosphere;

C₁₆H₁₃Cl₃F₅NO₃; With dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 40 ℃; for 4h; regioselective reaction; Reflux;
DOI:10.1016/j.tetlet.2012.10.045 DOI:10.1016/j.tetlet.2012.10.045

Reference yield:

: 95123-61-8
(2E)-3-(4-trifluoromethylphenyl)prop-2-enal

: 1415354-78-7
ethyl (3E)-2,2-difluoro-5-(2,2,2-trichloroacetamido)-5-(4-(trifluoromethyl)phenyl)pent-3-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: zinc / tetrahydrofuran / Reflux

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.5 h / 0 °C / Inert atmosphere

2.2: 4 h / 40 °C / Reflux

With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; In tetrahydrofuran; 2.2: |Overman Rearrangement;
DOI:10.1016/j.tetlet.2012.10.045 DOI:10.1016/j.tetlet.2012.10.045