(E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester

Base Information

• Chemical Name: (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester
• CAS No.: 80054-97-3
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.186
• Mol file: 80054-97-3.mol

Synonyms:(E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester

Chemical Property of (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester

There total 5 articles about (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl 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: 95.0%

2,2,2-trifluoroethanol (75-89-8) + (E)-3-phenylacrylic acid (140-10-3) → (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester (80054-97-3)

Guidance literature:

With thionyl chloride; triethylamine; at 0 - 40 ℃; for 12.3333h; Inert atmosphere;

DOI:10.1002/chem.201602801

Reference yield: 80.0%

→ (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester (80054-97-3)

Guidance literature:

With tert.-butylnitrite; trifluoroethylamine; at 20 ℃; for 10h;

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (E)-3-phenyl-2-propenoic acid 2,2,2-trifluoroethyl ester (80054-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,2,2-trifluoroethanol / 0.5 h

1.2: 0.25 h

1.3: 11 h

2.1: zinc(II) chloride

With zinc(II) chloride; In 2,2,2-trifluoroethanol; 1.1: |Ugi Condensation / 1.2: |Ugi Condensation / 1.3: |Ugi Condensation;

DOI:10.1016/j.tetlet.2012.08.096

upstream raw materials:

trans-3-phenylprop-2-enyl chloride

2,2,2-trifluoroethanol

C₂₇H₂₈N₂O₂

(E)-3-phenylacrylic acid

Downstream raw materials:

(S)-3-(dimethylphenylsilyl)-3-phenylpropanoic acid 2,2,2-trifluoroethyl ester

C₁₉H₂₁F₃O₂Si

2,2,2-trifluoroethyl 3-phenylpropanoate

threo-(1R,2R)-1-(4-nitrophenyl)-2-(dichloroacetamido)-1,3-propanediol 3-cinnamate

Refernces

• 1、 Horikawa, Rikiya,Fujimoto, Chika,Yazaki, Ryo,Ohshima, Takashi. "μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols". supporting information. p. 12278 - 12281. Retrieved 2016/08/24.
• 2、 Koo, In Sun,An, Sun Kyoung,Yang, Kiyull,Lee, Ikchoon,Bentley, T. William. "Correlation of the rates of solvolyses of cinnamyl chloride". . p. 758 - 764. Retrieved 2007/10/03.