1H-Indole, 1-acetyl-2-methyl-

Base Information

• Chemical Name: 1H-Indole, 1-acetyl-2-methyl-
• CAS No.: 37842-85-6
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Hs Code.: 2933990090
• Mol file: 37842-85-6.mol

Synonyms:1-acetyl-2-methyl-indole;1-acetyl-2-methyl-1H-indole;acetyl-1 methyl-2 indole;1-acetyl-2-methylindole;N-acetyl-2-methylindole;N-acetyl-2-methyl-1H-indole;

Chemical Property of 1H-Indole, 1-acetyl-2-methyl-

Chemical Property:

• PSA: 22.00000
• LogP: 2.60980

Purity/Quality:

1-(2-methyl-1H-indol-1-yl)-Ethanone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole, 1-acetyl-2-methyl-

There total 6 articles about 1H-Indole, 1-acetyl-2-methyl- 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: 82.0%

allyl methyl carbonate (35466-83-2) + Acetanilid (103-84-4) → 1-acetyl-2-methylindole (37842-85-6) + N-acetyl-2-allylaniline (68267-69-6)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; In tert-Amyl alcohol; at 120 ℃; for 24h; Concentration; Reagent/catalyst; Solvent; Temperature; Time; Kinetics; Inert atmosphere;

DOI:10.1021/ol402125t

Reference yield: 68.0%

Allyl acetate (591-87-7) + Acetanilid (103-84-4) → 1-acetyl-2-methylindole (37842-85-6) + N-acetyl-2-allylaniline (68267-69-6)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; In tert-Amyl alcohol; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol402125t

Reference yield: 52.0%

N-acetylindole (576-15-8) + trimethylaluminum (75-24-1) → 2-methyl-1H-indole (95-20-5) + 1-acetyl-2-methylindole (37842-85-6)

Guidance literature:

N-acetylindole; trimethylaluminum; With iron(III)-acetylacetonate; 4-(bis(2-(diphenylphosphanyl)phenyl)phosphanyl)-N,N-dimethylaniline; In tetrahydrofuran; 1,2-dimethoxyethane; toluene; at 20 ℃; Inert atmosphere; Schlenk technique;

With 2,3-dichlorobutane; In tetrahydrofuran; 1,2-dimethoxyethane; toluene; at 50 ℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.6b06908

upstream raw materials:

Allyl acetate

Acetanilid

vinyl benzoate

allyl methyl carbonate

Downstream raw materials:

Indole-2-carboxylic acid

C₁₈H₁₆N₂O₂

N-{2-[2-Methyl-3-oxo-2,3-dihydro-isoindol-(1E)-ylidenemethyl]-phenyl}-acetamide

N-{2-[2-Methyl-3-oxo-2,3-dihydro-isoindol-(1Z)-ylidenemethyl]-phenyl}-acetamide

Refernces

• 1、 Cajaraville, Ana,Lopez, Susana,Varela, Jesus A.,Saa, Carlos. "Rh(III)-catalyzed tandem C-H allylation and oxidative cyclization of anilides: A new entry to indoles". supporting information. p. 4576 - 4579. Retrieved 2013/09/24.