ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate

Base Information

• Chemical Name: ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate
• CAS No.: 85160-91-4
• Molecular Formula: C₂₀H₁₈BrNO₄
• Molecular Weight: 416.271
• Mol file: 85160-91-4.mol

Synonyms:ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate

Chemical Property of ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate

There total 1 articles about ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate 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: 90.0%

ethyl 1-benzoyl-5-methoxy-2-methylindole-3-carboxylate (85160-89-0) → ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate (85160-91-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 4h; Heating;

DOI:10.1055/s-1982-29999

Reference yield: 98.0%

ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate (85160-91-4) + triethyl phosphite (122-52-1) → 1-Benzoyl-2-(diethoxy-phosphorylmethyl)-5-methoxy-1H-indole-3-carboxylic acid ethyl ester (85160-93-6)

Guidance literature:

at 155 - 160 ℃; for 3h;

DOI:10.1055/s-1982-29999

Reference yield:

ethyl N-benzoyl-2-bromomethyl-5-methoxyindole-3-carboxylate (85160-91-4) → 2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-5-methoxy-1H-indole-3-carboxylic acid ethyl ester (85160-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / 3 h / 155 - 160 °C

2: 48 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

3: 95 percent / H₂ / 10percent palladium/charcoal / ethanol / 20 h / 2585.7 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1055/s-1982-29999

upstream raw materials:

ethyl 1-benzoyl-5-methoxy-2-methylindole-3-carboxylate

Downstream raw materials:

1-Benzoyl-2-(diethoxy-phosphorylmethyl)-5-methoxy-1H-indole-3-carboxylic acid ethyl ester

2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-5-methoxy-1H-indole-3-carboxylic acid ethyl ester

2-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-5-methoxy-1H-indole-3-carboxylic acid ethyl ester