2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester

Base Information

• Chemical Name: 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester
• CAS No.: 224427-51-4
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.365
• Mol file: 224427-51-4.mol

Synonyms:2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester

Chemical Property of 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester

There total 1 articles about 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester 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:

N-methyl-3-formylindole (19012-03-4) + (2-methoxycarbonylbenzyl)triphenylphosphonium bromide (60494-73-7) → 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester (224427-51-4)

Guidance literature:

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; Yield given; Multistep reaction; 1.) THF, heptane, -78 deg C, 1 h, room temperature, 1 h, 2.) THF, methanol, 40 psi, room temperature, 2 h;

DOI:10.1016/S0040-4020(99)00122-2

Reference yield: 86.0%

2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester (224427-51-4) → 2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid (224427-53-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 16h; Heating;

DOI:10.1016/S0040-4020(99)00122-2

Reference yield:

2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid methyl ester (224427-51-4) → 5-methyl-11-(2-methoxyphenyl)-5,6-dihydrobenzo<5,6>cycloheptaindol-6-one

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / sodium hydroxide / ethanol; H₂O / 16 h / Heating

2: 96 percent / polyphosphoric acid, phosphorus pentoxide / 1 h / 90 - 110 °C

3: 88 percent / N-bromosuccinimide / CCl₄ / 2 h / Heating

4: 97 percent / tetrakis(triphenylphosphine)palladium / toluene / 0.5 h / Ambient temperature

With phosphorus pentaoxide; sodium hydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; In tetrachloromethane; ethanol; water; toluene;

DOI:10.1016/S0040-4020(99)00122-2

upstream raw materials:

N-methyl-3-formylindole

(2-methoxycarbonylbenzyl)triphenylphosphonium bromide

Downstream raw materials:

2-<2-(1-methyl-1H-3-indolyl)-1-ethyl>benzoic acid