(Z)-trifluoromethylated 2-phenyl allylic alcohol

Base Information

• Chemical Name: (Z)-trifluoromethylated 2-phenyl allylic alcohol
• CAS No.: 1380233-16-8
• Molecular Formula: C₁₀H₉F₃O
• Molecular Weight: 202.176
• Mol file: 1380233-16-8.mol

Synonyms:(Z)-trifluoromethylated 2-phenyl allylic alcohol

Chemical Property of (Z)-trifluoromethylated 2-phenyl allylic alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-trifluoromethylated 2-phenyl allylic alcohol

There total 5 articles about (Z)-trifluoromethylated 2-phenyl allylic alcohol 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: 88.0%

C10H9F3O (1380233-12-4) → (Z)-trifluoromethylated 2-phenyl allylic alcohol (1380233-16-8) + (E)-2-phenyl-4,4,4-trifluorobut-2-en-1-ol (89619-30-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h; diastereoselective reaction;

DOI:10.1002/anie.201201095

Reference yield:

(4,4,4-trifluorobut-1-en-2-yl)benzene (104798-41-6) → (Z)-trifluoromethylated 2-phenyl allylic alcohol (1380233-16-8) + (E)-2-phenyl-4,4,4-trifluorobut-2-en-1-ol (89619-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 3 h / 0 °C / pH 7 / aq. phosphate buffer

2: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C

With sodium hexamethyldisilazane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/anie.201201095

Reference yield:

1-phenyl vinyl triflate (28143-79-5) → (Z)-trifluoromethylated 2-phenyl allylic alcohol (1380233-16-8) + (E)-2-phenyl-4,4,4-trifluorobut-2-en-1-ol (89619-30-7)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / tetrahydrofuran; diethyl ether

2: copper(l) iodide / methanol / 24 h / 20 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 3 h / 0 °C / pH 7 / aq. phosphate buffer

4: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hexamethyldisilazane; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;

DOI:10.1002/anie.201201095

upstream raw materials:

(4,4,4-trifluorobut-1-en-2-yl)benzene

C₁₀H₉F₃O

1-phenyl vinyl triflate

2-phenylallyltrimethylsilane

Downstream raw materials:

[3-(trifluoromethyl)hept-1-en-2-yl]benzene