1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone

Base Information

• Chemical Name: 1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone
• CAS No.: 73584-59-5
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID80447696
• Nikkaji Number: J1.421.498D
• Wikidata: Q82266572
• Mol file: 73584-59-5.mol

Synonyms:73584-59-5;1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone;1-(1-HYDROXY-4-METHOXY-NAPHTHALEN-2-YL)-ETHANONE;1-(1-hydroxy-4-methoxynaphthalen-2-yl)ethan-1-one;2-acetyl-4-methoxy-1-naphthol;Ethanone,1-(1-hydroxy-4-methoxy-2-naphthalenyl)-;SCHEMBL4044126;DTXSID80447696;QJSWNSVBYZKFSS-UHFFFAOYSA-N;SB38502;1-hydroxy-4-methoxy-2-acetylnaphthalene;CS-0455255;A837864

Chemical Property of 1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone

Chemical Property:

• Boiling Point: 379.4 °C at 760 mmHg
• Flash Point: 147.4 °C
• PSA: 46.53000
• Density: 1.218 g/cm³
• LogP: 2.75660
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

97% ^*data from raw suppliers

2-acetyl-1-hydroxy-4-methoxynaphthalene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C2=CC=CC=C2C(=C1)OC)O

Technology Process of 1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone

There total 2 articles about 1-(1-Hydroxy-4-methoxynaphthalen-2-yl)ethanone 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: 18.0%

4-methoxynaphthalen-1-yl acetate (68716-07-4) + 1-naphthyl cyclohexylcarboxylate (18731-61-8) → 1-hydroxy-2-acetonaphthone (711-79-5) + 1-hydroxy-2-naphthyl cyclohexyl ketone (17735-20-5) + 1-(1-hydroxy-4-methoxynaphthalen-2-yl)ethanone (73584-59-5) + cyclohexyl 1-hydroxy-4-methoxy-2-naphthyl ketone

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at 100 ℃; for 6h;

DOI:10.1246/bcsj.70.267

Reference yield: 3.5%

2-acetyl-4-methoxy-1-naphthol-p-tosylate (177028-18-1) → 1-(1-hydroxy-4-methoxynaphthalen-2-yl)ethanone (73584-59-5) + 3-acetyl-1-methoxynaphthalene + 2-(1-hydroxyethyl)-4-methoxy-1-naphthol tosylate + cis-6b,13b-dimethyl-5,12-dimethoxydinaphtho<2',1'-d:2'',1''-4,5>furo<3,2-b>furan

Guidance literature:

With titanium(III) chloride; copper; zinc; In tetrahydrofuran; Further byproducts given; 1) reflux, 16 h, 2) r.t., 28 d;

DOI:10.1002/prac.19963380127

Reference yield: 92.8%

1-(1-hydroxy-4-methoxynaphthalen-2-yl)ethanone (73584-59-5) + p-toluenesulfonyl chloride (98-59-9) → 2-acetyl-4-methoxy-1-naphthol-p-tosylate (177028-18-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; 1) reflux, 12 h, 2) r.t., 20 h;

DOI:10.1002/prac.19963380127

upstream raw materials:

2-acetyl-4-methoxy-1-naphthol-p-tosylate

4-methoxynaphthalen-1-yl acetate

1-naphthyl cyclohexylcarboxylate

Downstream raw materials:

2-acetyl-4-methoxy-1-naphthol-p-tosylate

1-Methyl-3-phenyl-1H-naphtho<2,3-c>pyran-5,10-dione

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