1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate
• CAS No.: 1374964-63-2
• Molecular Formula: C₂₃H₂₂ClNO₅
• Molecular Weight: 427.884
• Mol file: 1374964-63-2.mol

Synonyms:1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate

Chemical Property of 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate

There total 4 articles about 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate 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%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 3-benzoyl-5-chloro-1H-indole-2-carboxylate (105399-06-2) → 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate (1374964-63-2)

Guidance literature:

With dmap; In tetrahydrofuran; for 1h;

DOI:10.1016/j.bmcl.2016.02.006

Reference yield:

5-chloro-indole-2-carboxylic acid ethyl ester (4792-67-0) + benzoyl chloride (98-88-4) → 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate (1374964-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / 1,2-dichloro-ethane / 3 h / 80 °C / Inert atmosphere

2: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With dmap; aluminum (III) chloride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1021/ml3000462

Reference yield:

benzoyl chloride (98-88-4) → 1-tert-butyl 2-ethyl 3-benzoyl-5-chloro-1H-indole-1,2-dicarboxylate (1374964-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / 1,2-dichloro-ethane / 0.5 h / 0 °C

1.2: 4 h / Reflux

2.1: dmap / tetrahydrofuran / 1 h

With dmap; aluminum (III) chloride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2016.02.006

upstream raw materials:

5-chloro-indole-2-carboxylic acid ethyl ester

benzoyl chloride

di-tert-butyl dicarbonate

ethyl 3-benzoyl-5-chloro-1H-indole-2-carboxylate

Downstream raw materials:

ethyl 5-chloro-3-(1-phenylvinyl)-1H-indole-2-carboxylate

1-tert-butyl 2-ethyl 5-chloro-3-(1-phenylvinyl)-1H-indole-1,2-dicarboxylate

ethyl 3-benzyl-5-chloro-1H-indole-2-carboxylate