3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

Base Information

• Chemical Name: 3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one
• CAS No.: 15757-32-1
• Molecular Formula: C15H13NO2
• Molecular Weight: 239.274
• DSSTox Substance ID: DTXSID80497474
• Nikkaji Number: J1.601.192D
• Mol file: 15757-32-1.mol

Synonyms:15757-32-1;DTXSID80497474;3-Hydroxy-1-methyl-3-phenyl-2-indolinone;3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

Chemical Property of 3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

Chemical Property:

• Melting Point: 141-143 °C
• Boiling Point: 490.1±45.0 °C(Predicted)
• PSA: 40.54000
• Density: 1.288±0.06 g/cm3(Predicted)
• LogP: 1.96390
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(C1=O)(C3=CC=CC=C3)O

Technology Process of 3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one

There total 36 articles about 3-Hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-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: 100.0%

3,3-dichloro-4-hydroxy-1-methyl-4-phenyl-3,4-dihydro-1H-quinolin-2-one → 3-hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one (15757-32-1)

Guidance literature:

With sodium hydroxide; air; In water; at 20 ℃; for 0.5h;

DOI:10.1021/jo0267403

Reference yield: 98.0%

1-methyl-1H-indole-2,3-dione (2058-74-4) + phenylboronic acid (98-80-6) → 3-hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one (15757-32-1)

Guidance literature:

With dirhodium tetraacetate; C₁₂H₂₈P*BF₄; potassium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 0.333333h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.organomet.6b00477

Reference yield: 96.0%

N-(2-bromophenyl)-N-methyl-2-oxo-2-phenylacetamide (1206912-98-2) → 3-hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one (15757-32-1)

Guidance literature:

With bis(bipyridine)nickel(II) bromide; zinc; In tetrahydrofuran; acetonitrile; at 75 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.03.069

upstream raw materials:

1-methyl-1H-indole-2,3-dione

bromobenzene

1-methyl-3-phenylindolin-2-one

2-(4-chlorophenyl)-1-methyl-2-phenyl-1H-indole

Downstream raw materials:

(R)-3-((R)-1-(benzyloxy)allyl)-1-methyl-3-phenylindolin-2-one

C₁₅H₁₃NO₂