((2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid

Base Information

• Chemical Name: ((2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid
• CAS No.: 106105-17-3
• Molecular Formula: C₂₀H₂₄Cl₂O₄
• Molecular Weight: 399.314
• DSSTox Substance ID: DTXSID40909922
• Wikidata: Q27077070
• ChEMBL ID: CHEMBL346777
• Mol file: 106105-17-3.mol

Synonyms:((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid;((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid, (+)-isomer;((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid, (+-)-isomer;((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid, sodium salt, (+)-isomer;((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid, sodium salt, (+-)-isomer;DIOA-acid

Chemical Property of ((2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid

Chemical Property:

• Vapor Pressure: 1.79E-13mmHg at 25°C
• Boiling Point: 562.2°Cat760mmHg
• Flash Point: 293.8°C
• PSA: 63.60000
• Density: 1.307g/cm³
• LogP: 5.56240
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 398.1051646
• Heavy Atom Count: 26
• Complexity: 534

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1(CC2=CC(=C(C(=C2C1=O)Cl)Cl)OCC(=O)O)C3CCCC3

Technology Process of ((2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid

There total 19 articles about ((2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy)acetic acid 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: 96.0%

(2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-indan-5-yloxy)-acetic acid ethyl ester (81166-24-7) → [(-2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]acetic acid (81166-34-9,106105-17-3)

Guidance literature:

With hydrogenchloride; acetic acid; for 3h; Heating;

DOI:10.1021/jm00347a017

Reference yield: 87.0%

ethyl bromoacetate (105-36-2) + 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one (81166-21-4,81166-49-6,81166-50-9) → [(-2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]acetic acid (81166-34-9,106105-17-3)

Guidance literature:

ethyl bromoacetate; 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

With sodium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield:

6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one (54197-02-3) → DIOA (81166-47-4,106105-17-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, C₆H₅CH₃, RT, 2.) DMF, C₆H₅CH₃, 25 deg C, 18 h

2: 92 percent / pyridine hydrochloride / 1.5 h / 195 °C

3: 96 percent / K₂CO₃ / dimethylformamide / 16 h / 50 - 55 °C

4: 96 percent / 6 N aq. HCl, AcOH / 3 h / Heating

5: 5.7 g

With hydrogenchloride; pyridine hydrochloride; sodium hydride; potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm00347a017

upstream raw materials:

(2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-indan-5-yloxy)-acetic acid ethyl ester

6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one

2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one

2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one

Downstream raw materials:

(-)-4-<(2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy>acetic acid