3,4-Dihydrocyclopenta[b]indol-1(2H)-one

Base Information

• Chemical Name: 3,4-Dihydrocyclopenta[b]indol-1(2H)-one
• CAS No.: 61364-20-3
• Molecular Formula: C11H9NO
• Molecular Weight: 171.19500
• DSSTox Substance ID: DTXSID20423717
• Nikkaji Number: J1.691.153D
• Wikidata: Q82235975
• Mol file: 61364-20-3.mol

Synonyms:61364-20-3;3,4-Dihydrocyclopenta[b]indol-1(2H)-one;2,3-dihydrocyclopenta[b]indol-1(4H)-one;3,4-dihydro-2H-cyclopenta[b]indol-1-one;3,4-dihydro-Cyclopent[b]indol-1(2H)-one;indolocyclopentanone;1H,2H,3H,4H-CYCLOPENTA[B]INDOL-1-ONE;SCHEMBL4287798;DTXSID20423717;AKOS014320036;3,4-Dihydrocyclopenta[b]indole-1(2H)-one;CS-0365821;1,2,3,4-tetrahydrocyclopent[b]-indol-1-one;D96353

Chemical Property of 3,4-Dihydrocyclopenta[b]indol-1(2H)-one

Chemical Property:

• PSA: 32.86000
• LogP: 2.29680
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 238

Purity/Quality:

98.5% ^*data from raw suppliers

3,4-dihydro-Cyclopent[b]indol-1(2H)-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C2=C1NC3=CC=CC=C32

Technology Process of 3,4-Dihydrocyclopenta[b]indol-1(2H)-one

There total 15 articles about 3,4-Dihydrocyclopenta[b]indol-1(2H)-one 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%

3-[(2-bromophenyl)amino]cyclopent-2-en-1-one → 1,2,3,4-tetrahydrocyclopentindol-1-one (61364-20-3)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; tetrabutyl-ammonium chloride; sodium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 120 ℃; for 16h; Further Variations:; Reagents; Temperatures; microwave irradiation; Product distribution;

DOI:10.1002/hlca.200490020

Reference yield: 91.0%

3-hydroxy-2-(2-nitrophenyl)-1H-inden-1-one (364328-33-6) → 1,2,3,4-tetrahydrocyclopentindol-1-one (61364-20-3)

Guidance literature:

With iron; acetic acid; for 2.5h; Reflux;

DOI:10.1002/ejoc.201001357

Reference yield: 86.0%

2-(2-nitrophenyl)-2-cyclopenten-1-one (443303-78-4) → 1,2,3,4-tetrahydrocyclopentindol-1-one (61364-20-3)

Guidance literature:

With carbon monoxide; 1,3-bis-(diphenylphosphino)propane; 1,10-phenanthroline hydrate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 72h; under 4560 Torr;

DOI:10.1016/S0040-4020(03)00976-1

upstream raw materials:

2,3-dihydro-1H-cyclopentindole

3-(N-phenylamino)-2-cyclopentene-1-one

2-(2-nitrophenyl)-2-cyclopenten-1-one

2-bromoaniline