4-Chloro-7-methoxy-1-indanone

Base Information

• Chemical Name: 4-Chloro-7-methoxy-1-indanone
• CAS No.: 99183-99-0
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.633
• DSSTox Substance ID: DTXSID80562555
• Wikidata: Q82446773
• Mol file: 99183-99-0.mol

Synonyms:4-Chloro-7-methoxy-1-indanone;99183-99-0;4-chloro-7-methoxy-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one, 4-chloro-2,3-dihydro-7-methoxy-;4-chloro-7-methoxy-2,3-dihydroinden-1-one;SCHEMBL9500995;DTXSID80562555;AM1237;AKOS006312108;AC-23391

Chemical Property of 4-Chloro-7-methoxy-1-indanone

Chemical Property:

• Boiling Point: 347.7±42.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.302±0.06 g/cm3(Predicted)
• LogP: 2.47750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.0291072
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

98% ^*data from raw suppliers

4-CHLORO-7-METHOXY-1-INDANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)Cl)CCC2=O

Technology Process of 4-Chloro-7-methoxy-1-indanone

There total 3 articles about 4-Chloro-7-methoxy-1-indanone 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: 58.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 5-chloro-2-methoxybenzoic acid (3438-16-2) + malonic acid dimethyl ester (108-59-8) → 4-chloro-7-methoxy-2,3-dihydro-1H-inden-1-one (99183-99-0)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; at 160 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c02986

Reference yield:

4-fluorophenyl 3-chloropropanoate (127033-12-9) + methyl iodide (74-88-4) → 4-chloro-7-methoxy-2,3-dihydro-1H-inden-1-one (99183-99-0) + 4-fluoro-7-methoxy-1-indanone (127033-13-0)

Guidance literature:

With aluminium trichloride; potassium carbonate; Multistep reaction; 1.) 25 deg C to 180 deg C, 2.) acetone;

DOI:10.1021/jm00168a002

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-chloro-7-hydroxy-2,3-dihydro-1H-inden-1-one (81945-10-0) → 4-chloro-7-methoxy-2,3-dihydro-1H-inden-1-one (99183-99-0)

Guidance literature:

upstream raw materials:

diazomethane

4-chloro-7-hydroxy-2,3-dihydro-1H-inden-1-one

4-fluorophenyl 3-chloropropanoate

methyl iodide

Refernces

• 1、 Hillver, Sven-Erik,Bjoerk, Lena,Li, Yi-Lin,Svensson, Bjoern,Ross, Svante,et al.. "(S)-5-Fluoro-8-hydroxy-2-(dipropylamino)tetralin: A Putative 5-HT1A-Receptor Antagonist". . p. 1541 - 1544. Retrieved 2007/10/02.