2-Butenoic acid, 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-, ethyl ester

Base Information

• Chemical Name: 2-Butenoic acid, 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-, ethyl ester
• CAS No.: 769169-71-3
• Molecular Formula: C8H8F6O2
• Molecular Weight: 250.141
• Mol file: 769169-71-3.mol

Synonyms:

Chemical Property of 2-Butenoic acid, 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butenoic acid, 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-, ethyl ester

There total 1 articles about 2-Butenoic acid, 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-, 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: 87.0%

4,4,4-trifluoro-2-(triphenyl-λ5-phosphanylidene)butyric acid ethyl ester (769169-70-2) + 2,2,2-Trifluoroacetaldehyde (75-90-1) → 4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-but-2-enoic acid ethyl ester (769169-71-3) + ethyl 4,4,4-trifluorobutanoate (371-26-6)

Guidance literature:

2,2,2-Trifluoroacetaldehyde; With sodium hydrogencarbonate; magnesium sulfate; In tert-butyl methyl ether; water; at 10 ℃; for 0.166667h;

4,4,4-trifluoro-2-(triphenyl-λ⁵-phosphanylidene)butyric acid ethyl ester; With magnesium sulfate; In tert-butyl methyl ether; water; at 70 - 75 ℃; for 15h; under 930.891 - 1086.04 Torr;

DOI:10.1021/op700259d

Reference yield:

4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-but-2-enoic acid ethyl ester (769169-71-3) → 4-methyl-N-[(1S)-1-cyano-4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)butyl]-(S)-benzenesulfinamide (769169-80-4)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran / 2 h / 2585.81 Torr

2: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / -20 - 15 °C

3: diisobutylaluminium hydride / dichloromethane / 1.33 h / -70 - -62 °C

4: titanium(IV) isopropylate / dichloromethane / 5.5 h / 40 °C / Molecular sieve

5: diethylaluminium cyanide / toluene; tetrahydrofuran; isopropyl alcohol / 3.75 h / -65 - 0 °C

With titanium(IV) isopropylate; 5%-palladium/activated carbon; hydrogen; isopropylmagnesium chloride; diethylaluminium cyanide; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;

DOI:10.1021/op700259d

Reference yield:

4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)-but-2-enoic acid ethyl ester (769169-71-3) → (S)-4-methyl-N-[(1Z)-4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)butylidene]benzenesulfinamide + C15H19F6NO2S + C13H13F6NOS

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran / 2 h / 2585.81 Torr

2: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / -20 - 15 °C

3: diisobutylaluminium hydride / dichloromethane / 1.33 h / -70 - -62 °C

4: titanium(IV) isopropylate / dichloromethane / 5.5 h / 40 °C / Molecular sieve

With titanium(IV) isopropylate; 5%-palladium/activated carbon; hydrogen; isopropylmagnesium chloride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/op700259d

upstream raw materials:

4,4,4-trifluoro-2-(triphenyl-λ⁵-phosphanylidene)butyric acid ethyl ester

2,2,2-Trifluoroacetaldehyde

Downstream raw materials:

4-methyl-N-[(1S)-1-cyano-4,4,4-trifluoro-2-(2,2,2-trifluoroethyl)butyl]-(S)-benzenesulfinamide