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

Base Information

• Chemical Name: 3,4-dihydrocyclopenta[b]indol-2(1H)-one
• CAS No.: 150670-63-6
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• European Community (EC) Number: 842-520-8
• DSSTox Substance ID: DTXSID50476251
• Nikkaji Number: J1.397.915D
• Wikidata: Q82307308
• Mol file: 150670-63-6.mol

Synonyms:3,4-dihydrocyclopenta[b]indol-2(1H)-one;150670-63-6;3,4-dihydro-1H-cyclopenta[b]indol-2-one;DTXSID50476251;AKOS023413260;FT-0738805;EN300-191827;1H,2H,3H,4H-CYCLOPENTA[B]INDOL-2-ONE;Z1255384489

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

Chemical Property:

• PSA: 32.86000
• LogP: 1.83560
• XLogP3: 1.5
• 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:

1H,2H,3H,4H-cyclopenta[b]indol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)CC2=C1C3=CC=CC=C3N2

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

There total 7 articles about 3,4-dihydrocyclopenta[b]indol-2(1H)-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: 95.0%

1-diazo-3-(1H-indol-3-yl)propan-2-one (150649-16-4) → 1,2,3,4-tetrahydro-cyclopentindol-2-one (150670-63-6)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00725-0

Reference yield: 25.0%

1-diazo-3-(2-indolyl)-2-propanone → 2,3-dihydro-1H-pyrrolo<1,2-a>indol-2-one (137794-97-9) + 1,2,3,4-tetrahydro-cyclopentindol-2-one (150670-63-6)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00725-0

Reference yield:

indolylacetic acid (32588-36-6) → 1,2,3,4-tetrahydro-cyclopentindol-2-one (150670-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DCC / CH₂Cl₂ / 1 h

1.2: 50 percent / diethyl ether / 1 h / 0 °C

2.1: 25 percent / Rh₂(OAc)4 / CH₂Cl₂ / 2 h / 20 °C

With dicyclohexyl-carbodiimide; dirhodium tetraacetate; In dichloromethane; 1.1: Substitution / 1.2: Condensation / 2.1: Cyclization;

DOI:10.1016/S0040-4020(00)00725-0

upstream raw materials:

1-diazo-3-(1H-indol-3-yl)propan-2-one

indole-3-acetic acid

indolylacetic acid

indolyl acetyl chloride

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