ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate

Base Information

• Chemical Name: ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate
• CAS No.: 142721-17-3
• Molecular Formula: C₂₂H₂₀ClF₄NO₄
• Molecular Weight: 473.852
• Mol file: 142721-17-3.mol

Synonyms:

Chemical Property of ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate

There total 7 articles about ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate 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:

4-amino-phenol (123-30-8) → ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate (142721-17-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 84 percent / K₂CO₃ / acetonitrile / 25 h / Heating

2: 1) chlorine, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 5-10 min, 2) a) -78 deg C, 1-1.5 h, b) up to RT, 1-2 h

3: 43 percent / p-toluenesulfonic acid / toluene / Heating

4: 81 percent / Raney nickel / ethanol / Ambient temperature

5: 74 percent / piperidine / Heating

6: 46 percent / K₂CO₃ / butan-2-one / 24 h / Heating

7: 98 percent / H₂ / PtO₂ / 1,2-dimethoxy-ethane; ethanol / 2585.7 Torr

With piperidine; hydrogen; chlorine; nickel; potassium carbonate; triethylamine; platinum(IV) oxide; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; ethanol; toluene; acetonitrile; butanone;

DOI:10.1021/jo00043a044

Reference yield:

3,4-difluoro-5-chloro-α,α,α-trifluorotoluene (77227-99-7) → ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate (142721-17-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 84 percent / K₂CO₃ / acetonitrile / 25 h / Heating

2: 1) chlorine, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 5-10 min, 2) a) -78 deg C, 1-1.5 h, b) up to RT, 1-2 h

3: 43 percent / p-toluenesulfonic acid / toluene / Heating

4: 81 percent / Raney nickel / ethanol / Ambient temperature

5: 74 percent / piperidine / Heating

6: 46 percent / K₂CO₃ / butan-2-one / 24 h / Heating

7: 98 percent / H₂ / PtO₂ / 1,2-dimethoxy-ethane; ethanol / 2585.7 Torr

With piperidine; hydrogen; chlorine; nickel; potassium carbonate; triethylamine; platinum(IV) oxide; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; ethanol; toluene; acetonitrile; butanone;

DOI:10.1021/jo00043a044

Reference yield:

p-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>aniline (138937-56-1) → ethyl 5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>-3-isopropyl-2-oxo-1-indolineacetate (142721-17-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) chlorine, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 5-10 min, 2) a) -78 deg C, 1-1.5 h, b) up to RT, 1-2 h

2: 43 percent / p-toluenesulfonic acid / toluene / Heating

3: 81 percent / Raney nickel / ethanol / Ambient temperature

4: 74 percent / piperidine / Heating

5: 46 percent / K₂CO₃ / butan-2-one / 24 h / Heating

6: 98 percent / H₂ / PtO₂ / 1,2-dimethoxy-ethane; ethanol / 2585.7 Torr

With piperidine; hydrogen; chlorine; nickel; potassium carbonate; triethylamine; platinum(IV) oxide; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; ethanol; toluene; butanone;

DOI:10.1021/jo00043a044

upstream raw materials:

4-amino-phenol

3,4-difluoro-5-chloro-α,α,α-trifluorotoluene

p-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>aniline

5-<(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy>indolin-2-one