3-methoxy-6H-benzo[c]chromen-6-one

Base Information

• Chemical Name: 3-methoxy-6H-benzo[c]chromen-6-one
• CAS No.: 1143-62-0
• Molecular Formula: C₁₄H₁₀O₃
• Molecular Weight: 226.232
• European Community (EC) Number: 808-497-3
• DSSTox Substance ID: DTXSID30350545
• Nikkaji Number: J1.433.041K
• Wikidata: Q82126550
• ChEMBL ID: CHEMBL1332871
• Mol file: 1143-62-0.mol

Synonyms:3-methoxy-6H-benzo[c]chromen-6-one;1143-62-0;3-methoxybenzo[c]chromen-6-one;6H-Dibenzo[b,d]pyran-6-one, 3-methoxy-;3-Methoxy-benzo[c]chromen-6-one;Enamine_000040;3-METHOXY-6H-DIBENZO[B,D]PYRAN-6-ONE;Oprea1_322125;Oprea1_577221;MLS001049028;CHEMBL1332871;SCHEMBL12907065;DTXSID30350545;HMS1394B18;HMS2271F04;STK030900;AKOS000536543;CCG-104519;SMR000387031;CS-0329554;EU-0068656;AB00601038-09;SR-01000404446;SR-01000404446-1;Z56766348;F0398-0370

Chemical Property of 3-methoxy-6H-benzo[c]chromen-6-one

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.062994177
• Heavy Atom Count: 17
• Complexity: 302

Purity/Quality:

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

3-METHOXY-6H-BENZO[C]CHROMEN-6-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=CC=CC=C3C(=O)O2

Technology Process of 3-methoxy-6H-benzo[c]chromen-6-one

There total 46 articles about 3-methoxy-6H-benzo[c]chromen-6-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-methoxy-6H-benzo[c]chromene (185613-58-5) → 3-Methoxy-6H-dibenzopyran-6-one (1143-62-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1h; Heating;

DOI:10.1039/b002539i

Reference yield: 96.0%

4'-methoxybiphenyl-2-carboxylic acid (18110-71-9) → 3-Methoxy-6H-dibenzopyran-6-one (1143-62-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium acetate; palladium diacetate; N-acetylglycine; In tert-butyl alcohol; at 80 ℃; for 12h; Sealed tube;

DOI:10.1021/ol400877q

Reference yield: 95.0%

(+/-)-(6aS,10R,10aR)-3-methoxy-10-(1,1-dimethylethyl)dimethylsilyloxy-6-oxo-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-10a-carbonitrile → 3-Methoxy-6H-dibenzopyran-6-one (1143-62-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ol802792g

upstream raw materials:

urolithin B

dimethyl sulfate

methyl iodide

2-benzyloxy-4-methoxy-aniline; hydrochloride

Downstream raw materials:

3-hydroxy-N,N,N-trimethyl-5-{4-[(6-oxo-6H-benzo[c]chromen-3-yl)oxy]butoxy}benzenaminium iodide

3-{4-[3-(dimethylamino)-5-hydroxyphenoxy]butoxy}-6H-benzo[c]chromen-6-one

urolithin B

Refernces

• 1、 Shao, Ailong,Li, Na,Gao, Yong,Zhan, Jirui,Chiang, Chien-Wei,Lei, Aiwen. "Electrochemical Intramolecular C—H/O—H Cross-Coupling of 2-Arylbenzoic Acids". . p. 619 - 624. Retrieved 2018.
• 2、 Fallah, Amirhossein,Noshadi, Bahareh,Gazi, Mustafa,Gülcan, Hayrettin Ozan. "Urolithin A and B Derivatives as ON-OFF Selective Fluorescent Sensors for Iron(III)". . p. 113 - 120. Retrieved 2020.
• 3、 Wang, Xueqiang,Gallardo-Donaire, Joan,Martin, Ruben. "Mild ArI-catalyzed C(sp2)-H or C(sp3)-H functionalization/C-O formation: An intriguing catalyst-controlled selectivity switch". . p. 11084 - 11087. Retrieved 2014.
• 4、 Morack, Tobias,Metternich, Jan B.,Gilmour, Ryan. "Vitamin Catalysis: Direct, Photocatalytic Synthesis of Benzocoumarins via (-)-Riboflavin-Mediated Electron Transfer". . p. 1316 - 1319. Retrieved 2018.