1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole

Base Information

• Chemical Name: 1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole
• CAS No.: 128581-33-9
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.327
• DSSTox Substance ID: DTXSID00349966
• Nikkaji Number: J2.240.351F
• Wikidata: Q82125596
• Mol file: 128581-33-9.mol

Synonyms:ST042972;TimTec1_003345;Oprea1_015396;Oprea1_044249;1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole;128581-33-9;2,3-dihydro-1H-indol-1-yl(3,4-dimethoxyphenyl)methanone;DTXSID00349966;HMS1543I01;STK056157;AKOS001123096;BRD-K35528483-001-01-8;Z30624572

Chemical Property of 1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 283.12084340
• Heavy Atom Count: 21
• Complexity: 373

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)N2CCC3=CC=CC=C32)OC

Technology Process of 1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole

There total 10 articles about 1-(3,4-Dimethoxybenzoyl)-2,3-dihydro-1H-indole 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: 98.0%

1-indoline (496-15-1) + 3,4-dimethoxybenzoic acid chloride (3535-37-3) → (3,4-dimethoxyphenyl)(indolin-1-yl)methanone (128581-33-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01082

Reference yield: 97.0%

trifluoro-methanesulfonic acid 2-(2-methoxycarbonyloxy-ethyl)-phenyl ester (869468-93-9) + veratramide (1521-41-1) → (3,4-dimethoxyphenyl)(indolin-1-yl)methanone (128581-33-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 17h;

DOI:10.1021/ol052086c

Reference yield: 2.0%

1-(3,4-dimethoxybenzoyl)-7-iodo-2,3-dihydroindole → oxoassoanine (65367-74-0) + (3,4-dimethoxyphenyl)(indolin-1-yl)methanone (128581-33-9) + 10,11-dimethoxy-4,5-dihydropyrrolo[3,2,1-de]phenanthridin-7-one

Guidance literature:

With tributylphosphine; 1,3-bis-(diphenylphosphino)propane; silver carbonate; palladium diacetate; In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.3987/COM-03-S10

upstream raw materials:

trifluoro-methanesulfonic acid 2-(2-methoxycarbonyloxy-ethyl)-phenyl ester

veratramide

trifluoro-methanesulfonic acid 2-(2-oxo-ethyl)-phenyl ester

trifluoro-methanesulfonic acid 2-(2-hydroxy-ethyl)-phenyl ester

Downstream raw materials:

(3,4-dimethoxyphenyl)(1H-indol-1-yl)methanone

pratorinine