2-(4-Methylphenyl)naphtho[2,3-b]furan-4,9-dione

Base Information

• Chemical Name: 2-(4-Methylphenyl)naphtho[2,3-b]furan-4,9-dione
• CAS No.: 62452-64-6
• Molecular Formula: C19H12O3
• Molecular Weight: 288.29700
• DSSTox Substance ID: DTXSID70358489
• Wikidata: Q82139097
• Mol file: 62452-64-6.mol

Synonyms:2-(4-methylphenyl)naphtho[2,3-b]furan-4,9-dione;62452-64-6;2-(4-methylphenyl)benzo[f][1]benzofuran-4,9-dione;AH-262/34334038;DTXSID70358489

Chemical Property of 2-(4-Methylphenyl)naphtho[2,3-b]furan-4,9-dione

Chemical Property:

• PSA: 47.28000
• LogP: 4.03040
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 288.078644241
• Heavy Atom Count: 22
• Complexity: 463

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC3=C(O2)C(=O)C4=CC=CC=C4C3=O

Technology Process of 2-(4-Methylphenyl)naphtho[2,3-b]furan-4,9-dione

There total 4 articles about 2-(4-Methylphenyl)naphtho[2,3-b]furan-4,9-dione 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: 78.0%

→ 2-(4-methylphenyl)naphtho[2,3-b]furan-4,9-dione (62452-64-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 1h;

Reference yield: 67.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + 1-(2-bromoethynyl)-4-methylbenzene (33491-05-3) → 2-(4-methylphenyl)naphtho[2,3-b]furan-4,9-dione (62452-64-6)

Guidance literature:

With tetrabutylammomium bromide; sodium methylate; In N,N-dimethyl acetamide; at 120 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.joc.0c00513

Reference yield:

2-(4-methylphenyl)naphtho[1,2-b]furan-4,5-dione → 2-(4-methylphenyl)naphtho[2,3-b]furan-4,9-dione (62452-64-6)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 50 ℃; for 1h; regioselective reaction;

DOI:10.1016/j.tetlet.2015.10.058

upstream raw materials:

2-bromo-3-methoxy-1,4-naphthoquinone

4-n-methylphenylacetylene

2-hydroxynaphtho-1,4-quinone

1-(2-bromoethynyl)-4-methylbenzene