92297-66-0

Usage

InChI:InChI=1/C14H16O/c1-10(2)11-4-5-13-9-14(15-3)7-6-12(13)8-11/h4-10H,1-3H3

Upstream product

• 27602-75-1 2-(6-methoxy-2-naphthyl)propanal 
• 159990-32-6 (S)-2-(6-methoxy-2-naphthyl)-1,2-propanediol 
• 56437-05-9 1-cyano-4-methoxybenzocyclobutane 
• 88407-85-6 3-(6-methoxy-naphthalen-2-yl)-3-methyl-oxiranecarboxylic acid ethyl ester 
• 91909-30-7 2-hydroxy-6-(1-methylethyl)naphthalene 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 24157-81-1 2,6-diisopropylnaphthalene 
• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 128333-11-9 Isopropyl 1,2-dihydro-4-methoxybenzocyclobuten-1-yl ketone 
• 60100-19-8 4-methoxybenzocyclobutene-1-carboxylic acid 
• 34352-92-6 2-methoxy-6-(prop-1-en-2-yl)-naphthalene 
• 128333-18-6 1,2-Dihydro-4-methoxy-1-(3-methylbut-1-en-2-yl)benzocyclobutene 

Downstream Products

• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 37414-52-1 2-(6-methoxy-2-naphthyl)-propyl alcohol 
• 27602-75-1 2-(6-methoxy-2-naphthyl)propanal 
• 23981-80-8 naproxen 
• 34352-83-5 2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene 

Relevant academic research and scientific papers

C -Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors

Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols.

Oxidation of 2-methoxy-6-(1-methylethyl)naphthalene with oxygen

Aerobic oxidation of 2-methoxy-6-(1-methyl-ethyl)naphthalene to hydroperoxide, alcohol, and ketone, is reported. These compounds, particularly 2-acetyl-6-meth-oxynaphthalene, are important intermediates in naproxen synthesis. N-Hydroxyphthalimide is shown here to be an efficient catalyst for oxidation to the hydroperoxide, 2-methoxy-6-(1-hydroperoxy-1-methylethyl) naphthalene, with a yield of 87%. However, the ketone and alcohol were obtained with lower yields, with a maximum yield of 13% for the ketone and 27% for the alcohol, using N-hydroxyphthal-imide and Cu(II) acetylacetonate as a catalyst. The synthesis of the products 2-acetyl-6-methoxynaphthalene and 2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene via an initial oxidation step to the hydroperoxide followed by a hydroperoxide decomposition step is shown to be more efficient; the ketone and alcohol were obtained from 2-methoxy-6-(1-methylethyl)naphthalene with yields of 40 and 56%, respectively.

A modification of the asymmetric dihydroxylation approach to the synthesis of (S)-2-arylpropanoic acids

Catalytic hydrogenolysis of (S)-2-phenyl-1-2-propanediol (2), prepared by an asymmetric dihydroxylation of α-methylstyrene (1) with AD-mix-α, over Pearlman's catalyst gave (S)-2-phenyl-1-propanol (3). This method was applied to the synthesis of optically active 2-arylpropanoic acid antiinflammatory agents, (S)-ibuprofen (8) and (S)-naproxen (13).

Process for preparation of 2-(6-methoxy-2-naphthyl)propionic acid and intermediates therefor utilizing 2,6-diisopropylnaphthalene

A process is disclosed for the synthesis of 2-(6-methoxy-2-naphthyl)propionic acid that utilizes 2,6-diisopropylnaphthalene.

Synthesis of 2,6-Disubstituted Dihydronaphthalenes and Naphthalenes by Electrocyclic Reaction of o-Quinodimethane. A Synthesis of (+/-)-Naproxen

A survey of the electrocyclic reactions of o-quinodimethanes generated in situ by the thermolysis of dihydrobenzocyclobutenes with a variety of olefinic substituents at C-1 is reported.These reactions provide convenient access to the 2,6-disubstituted dihydronaphthalenes (11) and the naphthalenes (12).Thermolysis of the benzocyclobutenes (10) at 180 deg C in the presence of manganese dioxide affords in good yields the 2,6-di- and 2,3,6-tri-substituted naphthalenes (12) and (16).The naphthalenes (12b,f,h) thus obtained were easily converted into (+/-)-naproxen (5).