1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene

Base Information

• Chemical Name: 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene
• CAS No.: 606123-07-3
• Molecular Formula: C₂₀H₂₅F₃O₂
• Molecular Weight: 354.413
• Mol file: 606123-07-3.mol

Synonyms:1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene

Chemical Property of 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene

There total 7 articles about 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene 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%

1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]cyclopentene-2-methanol (606123-06-2) → 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene (606123-07-3)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm020401k

Reference yield:

2,4-diisopropylphenol (2934-05-6) → 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene (606123-07-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 99 percent / N-iodosuccinimide; p-toluenesulfonic acid / CH₂Cl₂ / 20 °C

2.1: 91 percent / Cs₂CO₃ / dimethylformamide / 16 h / 50 °C

3.1: n-BuLi; TMEDA / diethyl ether; hexane / 0.25 h / -78 °C

3.2: diethyl ether / -78 - 0 °C

4.1: aq. HCl / diethyl ether / 1 h / 23 °C

5.1: 98 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / Heating

6.1: 97 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

7.1: 95 percent / tetrapropylammonium perruthenate; 4-methylmorpholine-N-oxide / CH₂Cl₂ / 20 °C

With hydrogenchloride; N-iodo-succinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Suzuki coupling;

DOI:10.1021/jm020401k

Reference yield:

2,4-di-iso-propyl-6-iodophenol (330935-02-9) → 1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylcyclopentene (606123-07-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 91 percent / Cs₂CO₃ / dimethylformamide / 16 h / 50 °C

2.1: n-BuLi; TMEDA / diethyl ether; hexane / 0.25 h / -78 °C

2.2: diethyl ether / -78 - 0 °C

3.1: aq. HCl / diethyl ether / 1 h / 23 °C

4.1: 98 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / Heating

5.1: 97 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

6.1: 95 percent / tetrapropylammonium perruthenate; 4-methylmorpholine-N-oxide / CH₂Cl₂ / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; sodium carbonate; caesium carbonate; 4-methylmorpholine N-oxide; In diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Suzuki coupling;

DOI:10.1021/jm020401k

upstream raw materials:

1-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]cyclopentene-2-methanol

2,4-diisopropylphenol

2,4-di-iso-propyl-6-iodophenol

3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)iodobenzene

Downstream raw materials:

(2E,4E)-5-{2-[3,5-Diisopropyl-2-(2,2,2-trifluoro-ethoxy)-phenyl]-cyclopent-1-enyl}-3-methyl-penta-2,4-dienoic acid ethyl ester