1-(1H-Indol-4-yl)ethanone

Base Information

• Chemical Name: 1-(1H-Indol-4-yl)ethanone
• CAS No.: 50614-86-3
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50514829
• Nikkaji Number: J1.412.228A
• Wikidata: Q82375373
• Mol file: 50614-86-3.mol

Synonyms:1-(1H-Indol-4-yl)ethanone;50614-86-3;4-ACETYLINDOLE;1-(1H-Indol-4-yl)ethan-1-one;MFCD03095177;ethanone,1-(1h-indol-4-yl)-;ETHANONE, 1-(1H-INDOL-4-YL)-;4-Methylester indole, 4;SCHEMBL827588;BDBM93043;DTXSID50514829;RUBNGGWBJUGNNA-UHFFFAOYSA-N;AKOS022715097;1-(1H-INDOL-4-YL)-ETHANONE;PB23334;AS-34094;SY097691;Ethanone, 1-(1H-indol-4-yl)- (9CI);CS-0047277;FT-0731646;EN300-1856035;A871502;J-502858

Chemical Property of 1-(1H-Indol-4-yl)ethanone

Chemical Property:

• Melting Point: 161.5-162.4 °C
• Boiling Point: 333.9±15.0 °C(Predicted)
• PKA: 15.68±0.30(Predicted)
• PSA: 32.86000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 2.37050
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(1H-indol-4-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=C2C=CNC2=CC=C1

Technology Process of 1-(1H-Indol-4-yl)ethanone

There total 10 articles about 1-(1H-Indol-4-yl)ethanone 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: 92.0%

4-cyanoindole (16136-52-0) + methyllithium (917-54-4) → 1-(1H-indol-4-yl)ethan-1-one (50614-86-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at -70 ℃; Reflux;

DOI:10.1016/j.ejmech.2019.06.001

Reference yield: 75.0%

acetyl-4 carboxy-2 indole (84341-20-8) → 1-(1H-indol-4-yl)ethan-1-one (50614-86-3)

Guidance literature:

With dimethisoquin; copper; for 1.5h; Heating;

Reference yield: 71.0%

5-amino-2-cyanomethyl-1-methylisoquinolinium bromide → 1-(1H-indol-4-yl)ethan-1-one (50614-86-3)

Guidance literature:

With acetic acid butyl ester; sodium hydrogensulfite; sodium sulfite; for 136h; Heating;

DOI:10.1002/jhet.5570370545

upstream raw materials:

4-cyanoindole

methyllithium

acetyl-4 carboxy-2 indole

ethyl 4-acetyl-1H-indole-2-carboxylate

Downstream raw materials:

(+/-)-4-(1-bromoethyl)-1-tosyl-1H-indole

1-(1-tosyl-1H-indol-4-yl)ethanone

1-(1-methyl-1H-indol-4-yl)-ethanone

1-(t-butoxycarbonyl)-4-<1-hydroxy-2-(benzylmethylamino)ethyl>indole

Refernces

• 1、 -. "SUBSTITUTED TRICYCLIC COMPOUNDS". Page/Page column 61-62; 87-88. . Retrieved 2021/06/04.
• 2、 Hogendorf, Adam S.,Hogendorf, Agata,Kurczab, Rafa?,Kalinowska-T?u?cik, Justyna,Popik, Piotr,Nikiforuk, Agnieszka,Krawczyk, Martyna,Sata?a, Grzegorz,Lenda, Tomasz,Knutelska, Joanna,Bugno, Ryszard,Staroń, Jakub,Pietru?, Wojciech,Mat?oka, Miko?aj,Dubiel, Krzysztof,Moszczyński-P?tkowski, Rafa?,Pieczykolan, Jerzy,Wieczorek, Maciej,Pilarski, Bogus?aw,Zajdel, Pawe?,Bojarski, Andrzej J.. "2-Aminoimidazole-based antagonists of the 5-HT6 receptor – A new concept in aminergic GPCR ligand design". supporting information. p. 1 - 15. Retrieved 2019/06/24.