3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-one

Base Information

• Chemical Name: 3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-one
• CAS No.: 60049-53-8
• Molecular Formula: C₁₉H₁₄O₃
• Molecular Weight: 290.318
• European Community (EC) Number: 665-837-1
• NSC Number: 171465
• Mol file: 60049-53-8.mol

Synonyms:60049-53-8;NSC171465;3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-one;3-(4-Methoxynaphthalen-1-yl)isobenzofuran-1(3H)-one;NSC 171465;3-(4-methoxynaphthalen-1-yl)-1,3-dihydro-2-benzofuran-1-one;AKOS024324056;NSC-171465;3-(4-methoxy-1-naphthyl)-3H-isobenzofuran-1-one

Chemical Property of 3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-one

Chemical Property:

• Vapor Pressure: 5.7E-10mmHg at 25°C
• Boiling Point: 495.8°Cat760mmHg
• Flash Point: 214.4°C
• Density: 1.271g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 290.094294304
• Heavy Atom Count: 22
• Complexity: 421

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C2=CC=CC=C21)C3C4=CC=CC=C4C(=O)O3

Technology Process of 3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-one

There total 8 articles about 3-(4-Methoxy-1-naphthyl)-2-benzofuran-1(3H)-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: 45.0%

2-(4-methoxy-1-naphthoyl)benzoic acid (342904-40-9) → 3-(4-methoxynaphthalen-1-yl)isobenzofuran-1(3H)-one (60049-53-8)

Guidance literature:

With potassium carbonate; α-bromoacetophenone; In butanone; Heating;

Reference yield: 21.0%

4-methoxy-1-naphthaldehyde (15971-29-6) + 2-(2-bromo-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole (32664-13-4) → 3-(4-methoxynaphthalen-1-yl)isobenzofuran-1(3H)-one (60049-53-8)

Guidance literature:

2-(2-bromo-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole; With n-butyllithium; In diethyl ether; n-heptane; at -78 ℃; for 1h; Inert atmosphere;

4-methoxy-1-naphthaldehyde; In diethyl ether; n-heptane; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b00632

Reference yield:

4-bromo-1-naphthol (571-57-3) → 3-(4-methoxynaphthalen-1-yl)isobenzofuran-1(3H)-one (60049-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

1.2: 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; n-heptane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C

3.1: n-butyllithium / n-heptane; diethyl ether / 1 h / -78 °C / Inert atmosphere

3.2: 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; n-heptane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.9b00632

upstream raw materials:

2-(4-methoxy-1-naphthoyl)benzoic acid

4-bromo-1-naphthol

1-bromo-4-methoxynaphthalene

4-methoxy-1-naphthaldehyde

Downstream raw materials:

2-(4-methoxy-1-naphthoyl)benzoic acid