2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester
• CAS No.: 104682-97-5
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• Hs Code.: 2933998090
• Mol file: 104682-97-5.mol

Synonyms:(E)-Methyl 3-(1H-indol-7-yl)acrylate

Chemical Property of 2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester

Chemical Property:

• PSA: 42.09000
• LogP: 2.35410

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-(1H-Indol-7-yl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester

There total 19 articles about 2-Propenoic acid, 3-(1H-indol-7-yl)-, 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: 96.0%

methyl 3-(1-pivaloyl-1H-indol-7-yl)acrylate → 3-(1H-indol-7-yl)acrylic acid methyl ester (104682-97-5)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 12h;

DOI:10.1002/anie.202006164

Reference yield: 92.3%

1H-indole-7-carbaldehyde (1074-88-0) + trimethyl phosphonoacetate (5927-18-4) → 3-(1H-indol-7-yl)acrylic acid methyl ester (104682-97-5)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane;

DOI:10.1016/j.tetlet.2006.08.076

Reference yield: 91.0%

7-iodo-1H-indole (89976-15-8) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(indol-7-yl)acrylate (104682-97-5)

Guidance literature:

upstream raw materials:

methyl 3-(2,3-dihydroindol-7-yl)acrylate

7-iodo-1H-indole

acrylic acid methyl ester

1H-indole-7-carbaldehyde

Downstream raw materials:

3-(1H-indol-7-yl)-prop-2-en-1-ol

(E)-3-(1H-indol-7-yl)acrylic acid

7-(3-hydroxypropyl)indole

5-[7-(3-acetoxy-propyl)-1H-indole-3-carbonyl]-4-hydroxy-3-phenyl-furan-2-carboxylic acid methyl ester

Refernces

• 1、 Ackermann, Lutz,Choi, Isaac,Messinis, Antonis M.. "C7-Indole Amidations and Alkenylations by Ruthenium(II) Catalysis". . p. 12534 - 12540. Retrieved 2020.
• 2、 McNab, Hamish,Nelson, David J.,Rozgowska, Emma J.. "Pyrrolo[3,2,1-ij]quinolin-4-one and pyrrolo[3,2,1-ij]quinolin-6-one". . p. 2171 - 2174. Retrieved 2009.