4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester

Base Information

• Chemical Name: 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester
• CAS No.: 643734-80-9
• Molecular Formula: C₁₂H₁₂F₃NO₂
• Molecular Weight: 259.228
• Mol file: 643734-80-9.mol

Synonyms:4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester

Chemical Property of 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester

There total 2 articles about 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester 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: 45.0%

aniline (62-53-3) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester (643734-80-9)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; Heating;

DOI:10.1021/ol0523897

Reference yield:

aniline (62-53-3) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → 4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester (643734-80-9) + 4,4,4-trifluoro-3-phenylaminobut-2-enoic acid phenylamide

Guidance literature:

Further Variations:; Solvents; Reagents; reaction time; Product distribution;

DOI:10.1055/s-2003-41043

Reference yield: 74.0%

4,4,4-trifluoro-3-(phenylamino)but-2-enoic acid ethyl ester (643734-80-9) → (R)-ethyl 4,4,4-trifluoro-3-(phenylamino)butanoate

Guidance literature:

With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; palladium(II) trifluoroacetate; hydrogen; 4-methoxybenzoic acid; In acetone; at 60 ℃; for 24h; under 41372.9 Torr; enantioselective reaction; Glovebox; Autoclave;

DOI:10.1021/acs.joc.9b01523

upstream raw materials:

aniline

ethyl 4,4,4-trifluoroacetoacetate