3-(4-Chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one

Base Information

• Chemical Name: 3-(4-Chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one
• CAS No.: 88097-40-9
• Molecular Formula: C15H12ClNO2
• Molecular Weight: 273.719
• DSSTox Substance ID: DTXSID30525413
• Mol file: 88097-40-9.mol

Synonyms:88097-40-9;DTXSID30525413;3-(4-Chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one

Chemical Property of 3-(4-Chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 273.0556563
• Heavy Atom Count: 19
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-(4-Chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-indol-2-one

There total 11 articles about 3-(4-Chlorophenyl)-3-hydroxy-1-methyl-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: 94.0%

N-(2-chlorophenyl)-2-(4-chlorophenyl)-N-methyl-2-oxoacetamide (1309455-55-7) → 3-(4-chlorophenyl)-3-hydroxy-1-methylindolin-2-one (88097-40-9)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; dimethyl zinc(II); tricyclohexylphosphine; In 1,2-dimethoxyethane; toluene; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201100256

Reference yield: 92.0%

Acetic acid 2-(4-chloro-phenyl)-1-methyl-1H-indol-3-yl ester (88097-37-4) → 3-(4-chlorophenyl)-3-hydroxy-1-methylindolin-2-one (88097-40-9)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 18h; Heating;

Reference yield: 73.0%

1-methyl-1H-indole-2,3-dione (2058-74-4) + 4-Chlorophenylboronic acid (1679-18-1) → 3-(4-chlorophenyl)-3-hydroxy-1-methylindolin-2-one (88097-40-9)

Guidance literature:

With 1,10-Phenanthroline; copper(II) trifluoromethanesulfonate; lithium hydroxide monohydrate; In dichloromethane; at 80 ℃; for 48h; Air; Sealed tube;

DOI:10.1016/j.tet.2011.09.135

upstream raw materials:

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

(4-chlorphenyl)magnesium bromide

Acetic acid 2-(4-chloro-phenyl)-1-methyl-1H-indol-3-yl ester

C₁₄H₉Cl₂NO₂

Downstream raw materials:

3-(4-chlorophenyl)-1-methylindolin-2-one

3-(biphenyl-4-yl)-3-hydroxy-1-methylindolin-2-one

(+/-)-3-Chlor-3-<4-chlor-phenyl>-1-methyl-indolin-2-on

C₂₄H₁₉ClN₂O