2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester

Base Information

• Chemical Name: 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester
• CAS No.: 894777-26-5
• Molecular Formula: C₁₃H₁₄F₃NO₂
• Molecular Weight: 273.255
• Mol file: 894777-26-5.mol

Synonyms:2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester

Chemical Property of 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester

There total 2 articles about 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl 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: 44.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + N-(4-methoxyphenyl)trifluoroacetimidoyl chloride (75999-66-5) → 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester (894777-26-5)

Guidance literature:

(E/Z)-2-buten-1-ol; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

N-(4-methoxyphenyl)trifluoroacetimidoyl chloride; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1055/s-0039-1690101

Reference yield:

4-methoxy-aniline (104-94-9) → 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester (894777-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine; triethylamine; tetrachloromethane / 0.17 h / Cooling with ice

1.2: 4 h / Cooling with ice; Reflux

2.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 18 h / 20 °C

With tetrachloromethane; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran;

DOI:10.1055/s-0039-1690101

Reference yield: 98.0%

2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid but-2-enyl ester (894777-26-5) → (R)-2,2,2-trifluoro-N-(4-methoxyphenyl)-N-(1-methylallyl)acetamide (562870-86-4)

Guidance literature:

With 4C₂F₃O₂^(1-)*2C₂₇H₂₂N₂O₂S^(2-)*2C₃₅H₂₅^(1-)*2Fe⁽²⁺⁾*2Pd⁽³⁺⁾; In dichloromethane; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja2098222

upstream raw materials:

(E/Z)-2-buten-1-ol

N-(4-methoxyphenyl)trifluoroacetimidoyl chloride

4-methoxy-aniline

Downstream raw materials:

(R)-2,2,2-trifluoro-N-(4-methoxyphenyl)-N-(1-methylallyl)acetamide

(S)-2,2,2-trifluoro-N-(4-methoxyphenyl)-N-(1-propylallyl)acetamide

(R)-N-(4-methoxyphenyl)-3-amino-1-butene