2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro-

Base Information

• Chemical Name: 2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro-
• CAS No.: 139122-18-2
• Molecular Formula: C17H15NO3
• Molecular Weight: 281.311
• DSSTox Substance ID: DTXSID30433504
• Wikidata: Q82247667
• Mol file: 139122-18-2.mol

Synonyms:139122-18-2;2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro-;2-(2-Oxoindolin-4-yl)ethyl benzoate;2-(2-oxo-1,3-dihydroindol-4-yl)ethyl Benzoate;SCHEMBL9050581;4-[2-(benzoyloxy)ethyl]-1,3-dihydro-2H-Indol-2-one;DTXSID30433504;AKOS027447179;FT-0737248

Chemical Property of 2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro-

Chemical Property:

• Boiling Point: 493.7±45.0 °C(Predicted)
• PKA: 14.05±0.20(Predicted)
• PSA: 58.89000
• Density: 1.243±0.06 g/cm3(Predicted)
• LogP: 2.66580
• Solubility.: DCM, Ethyl Acetate, Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 281.10519334
• Heavy Atom Count: 21
• Complexity: 390

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-[2-(Benzoyloxy)ethyl]-1,3-dihydro-2H-indol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC=C2NC1=O)CCOC(=O)C3=CC=CC=C3
• Uses: 4-[2-(Benzoyloxy)ethyl]-1,3-dihydro-2H-indol-2-one is an useful intermediate in the preparation of both Dopamine receptor agonists and protein kinase inhibitors.

Technology Process of 2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro-

There total 10 articles about 2H-Indol-2-one, 4-[2-(benzoyloxy)ethyl]-1,3-dihydro- 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%

4-[2-(benzoyloxy)ethyl]-3-chloro-1,3-dihydro-2H-indolin-2-one (139122-17-1) → 4-(2-benzoyloxyethyl)-1,3-dihydro-2H-indolin-2-one (139122-18-2)

Guidance literature:

With palladium 10% on activated carbon; In water; ethyl acetate; for 3h; Reflux;

Reference yield:

isochromane (493-05-0) → 4-(2-benzoyloxyethyl)-1,3-dihydro-2H-indolin-2-one (139122-18-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / ZnCl₂ / CH₂Cl₂ / 1 h / Heating

2: 1.) hexamethylenetetramine, 2.) aq. AcOH / 1.) ethanol, reflux, 90 min, 2.) ethanol, reflux

3: 87 percent / AcOH, n-BuNH₂ / methanol / 18 h / 22 °C

4: 64 percent / AcCl, FeCl₃ / CH₂Cl₂ / 1 h / 0 - 5 °C

5: hydrazine hydrate, 10percent Pd-C / methanol; H₂O / 0.5 h / Heating

With palladium on activated charcoal; hexamethylenetetramine; iron(III) chloride; hydrazine hydrate; acetic acid; N-butylamine; acetyl chloride; zinc(II) chloride; In methanol; dichloromethane; water;

DOI:10.1002/jhet.5570320334

Reference yield:

2-[2-(chloromethyl)phenyl]ethylbenzoate (168476-58-2) → 4-(2-benzoyloxyethyl)-1,3-dihydro-2H-indolin-2-one (139122-18-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) hexamethylenetetramine, 2.) aq. AcOH / 1.) ethanol, reflux, 90 min, 2.) ethanol, reflux

2: 87 percent / AcOH, n-BuNH₂ / methanol / 18 h / 22 °C

3: 64 percent / AcCl, FeCl₃ / CH₂Cl₂ / 1 h / 0 - 5 °C

4: hydrazine hydrate, 10percent Pd-C / methanol; H₂O / 0.5 h / Heating

With palladium on activated charcoal; hexamethylenetetramine; iron(III) chloride; hydrazine hydrate; acetic acid; N-butylamine; acetyl chloride; In methanol; dichloromethane; water;

DOI:10.1002/jhet.5570320334

upstream raw materials:

4-[2-(benzoyloxy)ethyl]-3-chloro-1,3-dihydro-2H-indolin-2-one

isochromane

benzoyl chloride

2-[2-(chloromethyl)phenyl]ethylbenzoate

Downstream raw materials:

4-(2'-hydroxyethyl)-1,3-dihydro-2H-indol-2-one

Ropinirole

4-ethylenyl-1,3-dihydro-2H-indol-2-one

2-(2'-oxo-2,3-dihydro-4-indolyl)ethyl benzenesulphonate