1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one

Base Information

• Chemical Name: 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one
• CAS No.: 142721-05-9
• Molecular Formula: C₂₃H₁₇ClF₃NO₂
• Molecular Weight: 431.842

Synonyms:1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one

Chemical Property of 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one

There total 7 articles about 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one 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: 81.0%

1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methyl-3-(methylthio)indolin-2-one (142720-96-5) → 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one (142721-05-9)

Guidance literature:

With nickel; In ethanol; Ambient temperature;

DOI:10.1021/jo00043a044

Reference yield:

4-amino-phenol (123-30-8) → 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one (142721-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 66 h / 100 °C

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: 49 percent / p-toluenesulfonic acid / toluene / Heating

4: 1) NaH / 1) DMSO, 20-30 min, 2) DMSO, 1-4 h

5: 1) NaH / 1) DMSO, 20-30 min, 2) DMSO, 1-4 h

6: 81 percent / Raney nickel / ethanol / Ambient temperature

With chlorine; nickel; sodium hydride; potassium carbonate; triethylamine; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00043a044

Reference yield:

3-chloro-4-fluoro benzotrifluoride (78068-85-6) → 1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methylindolin-2-one (142721-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 66 h / 100 °C

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: 49 percent / p-toluenesulfonic acid / toluene / Heating

4: 1) NaH / 1) DMSO, 20-30 min, 2) DMSO, 1-4 h

5: 1) NaH / 1) DMSO, 20-30 min, 2) DMSO, 1-4 h

6: 81 percent / Raney nickel / ethanol / Ambient temperature

With chlorine; nickel; sodium hydride; potassium carbonate; triethylamine; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00043a044

upstream raw materials:

1-benzyl-5-<(2-chloro-α,α,α-trifluoro-p-tolyl)oxy>-3-methyl-3-(methylthio)indolin-2-one

4-amino-phenol

3-chloro-4-fluoro benzotrifluoride

p-[(2-chloro-α,α,α-trifluoro-p-tolyl)oxy]aniline

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