diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate

Base Information

• Chemical Name: diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate
• CAS No.: 231295-40-2
• Molecular Formula: C₂₃H₁₉ClF₃NO₅
• Molecular Weight: 481.856
• Mol file: 231295-40-2.mol

Synonyms:

Chemical Property of diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate

There total 7 articles about diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate 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:

6-chloro-1H-indole-2-carbonyl chloride → diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate (231295-40-2)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

2: n-butyllithium / hexane; tetrahydrofuran / -78 °C / Inert atmosphere

3: acetic acid; manganese(III) triacetate dihydrate / 20 - 80 °C / Inert atmosphere

4: trifluoroacetic acid; triethylsilane / dichloromethane / Inert atmosphere; Reflux

With pyridine; triethylsilane; n-butyllithium; manganese(III) triacetate dihydrate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.3109/14756366.2013.864650

Reference yield:

6-chloroindole (17422-33-2) → diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate (231295-40-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide / water; benzene / 0.17 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 1.25 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

3.1: sodium hydroxide / ethanol / 11 h / Reflux; Inert atmosphere

4.1: thionyl chloride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

6.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / Inert atmosphere

7.1: acetic acid; manganese(III) triacetate dihydrate / 20 - 80 °C / Inert atmosphere

8.1: trifluoroacetic acid; triethylsilane / dichloromethane / Inert atmosphere; Reflux

With pyridine; triethylsilane; n-butyllithium; thionyl chloride; tetra(n-butyl)ammonium hydrogensulfate; manganese(III) triacetate dihydrate; acetic acid; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.3109/14756366.2013.864650

Reference yield:

6-chloro-1-(phenylsulfonyl)indole (231295-53-7) → diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate (231295-40-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.25 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 11 h / Reflux; Inert atmosphere

3.1: thionyl chloride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / Inert atmosphere

6.1: acetic acid; manganese(III) triacetate dihydrate / 20 - 80 °C / Inert atmosphere

7.1: trifluoroacetic acid; triethylsilane / dichloromethane / Inert atmosphere; Reflux

With pyridine; triethylsilane; n-butyllithium; thionyl chloride; manganese(III) triacetate dihydrate; acetic acid; trifluoroacetic acid; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3109/14756366.2013.864650

upstream raw materials:

6-chloroindole

6-chloro-1-(phenylsulfonyl)indole

6-chloro-1-(phenylsulfonyl)-1H-indole-2-carboxylic acid

6-chloro-1H-indole-2-carboxylic acid