33892-75-0

Usage

Uses

5-Methoxy-1-tetralone is used in the preparation of hydroxy ketone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 24, p. 1759, 1959 DOI: 10.1021/jo01093a037

InChI:InChI=1/C7H8BrN/c1-6-3-2-4-7(5-8)9-6/h2-4H,5H2,1H3

Upstream product

• 34910-81-1 8-chloro-5-methoxy-3,4-dihydronaphthalen-1(2H)-one 
• 83-56-7 1,5-dihydroxynaphthalene 
• 5356-83-2 ethoxydimethylvinylsilane 
• 121425-20-5 N,N-diethyl-3-methoxy-2-methylbenzamide 
• 30069-58-0 5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime 
• 1073-67-2 4-vinylbenzyl chloride 
• 1130060-55-7 1-deuterio-2,3,4-tetrahydro-5-methoxy-1-naphthalenol 
• 61982-91-0 1,2,3,4-tetrahydro-5-methoxynaphthalen-1-ol 
• 28315-93-7 5-Hydroxy-1-tetralone 
• 74-88-4 methyl iodide 
• 2398-37-0 3-methoxyphenyl bromide 
• 1202643-83-1 1-(3-methoxyphenyl)cyclobutan-1-ol 
• 70311-27-2 2-methoxybenzenepropanoic acid ethyl ester 
• 77853-46-4 4-(2-Methoxyphenyl)-butanenitrile 

Downstream Products

• 229031-55-4 methyl-(5-phenyl-7,8-dihydro-[1]naphthyl)-ether 
• 109393-79-5 1-(4-Methoxyphenyl)-5-methoxy-3,4-dihydronaphthalin 
• 40077-01-8 5-Methoxy-2-(phenethylamino-methyl)-3,4-dihydro-2H-naphthalen-1-one 
• 52372-98-2 1-Methylamino-5-methoxy-1,2,3,4-tetrahydronaphthalin 
• 76209-40-0 7-Methoxy-5,6-dihydro-2-phenylnaphtho<1,2-b>pyran-4-one 
• 52372-97-1 5-methoxy-1,2,3,4-tetrahydronaphthalen-1-amine 
• 187963-07-1 1-chloro-5-methoxy-3,4-dihydronaphthalene-2-carboxaldehyde 
• 478-43-3 1,8-dihydroxy-3-carboxy-anthraquinone 
• 116885-55-3 (1S,2S)-2-Amino-5-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ol; hydrochloride 
• 116885-55-3 (1S,2R)-2-Amino-5-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ol; hydrochloride 
• 32940-15-1 5-methoxy-2-tetralone 
• 99865-95-9 3-(2-carboxy-6-methoxy-phenyl)-propionic acid 
• 100613-47-6 3-(2-methoxy-6-methoxycarbonyl-phenyl)-propionic acid methyl ester 

Relevant academic research and scientific papers

ACYL AZIDES AS ACYLATING AGENTS. A FACILE SYNTHESIS OF SUBSTITUTED TETRALONES

Treatment of 4-aryl butyryl azides or the intermediate mixed carbonic anhydrides with excess polyphosphoric acid or aluminium trichloride, respectively, provide a versatile method of synthesis of substituted tetralones, applicable to those cases where the necessary acid chlorides are unstable or difficult to prepare.

Regioselective Electrochemical Cyclobutanol Ring Expansion to 1-Tetralones

A mild electrochemical method for the regioselective preparation of 1-tetralones under environmentally friendly conditions from readily available cyclobutanols was developed. A series of aromatic- and heteroaromatic-fused 1-tetralones was accessed through ring expansion of the functionalized cyclobutanols via electrochemical generation of alkoxy radicals and intramolecular cyclization.

Ruthenium(II)-Catalyzed C?H Difluoromethylation of Ketoximes: Tuning the Regioselectivity from the meta to the para Position

A highly para-selective CAr?H difluoromethylation of ketoxime ethers under ruthenium catalysis has been developed. A wide variety of ketoxime ethers are compatible with the reaction, which leads to the corresponding para-difluoromethylated products in moderate to good yield. A mechanistic study clearly showed that chelation-assisted cycloruthenation is the key factor in the para selectivity of the difluoromethylation of ketoxime ethers. Density functional theory was used to gain a theoretical understanding of the para selectivity.#.

A Radical-Based Synthesis of Lingzhiol

The polycyclic natural product lingzhiol [(±)-1] was synthesized from dimethoxytetralone 8 via cyclization of an intermediate benzylic radical, generated from spiroepoxide 14, onto an alkynyl substituent generating tetracyclic compound 13 with an exocyclic double bond. After oxidative cleavage of the double bond of 13 and reduction of the keto function of 23, the correct diastereomer, 12-syn, was converted to lingzhiol (1) via known steps. In a similar manner, lingzhiol analogue 39 was synthesized from 5-methoxy-1-tetralone (27).

Cobalt-catalyzed oxidative kinetic resolution of secondary benzylic alcohols with molecular oxygen

The oxidative kinetic resolution of secondary alcohols using molecular oxygen and olefins was catalyzed by the optically active ketoiminatocobalt(II) complexes. The various secondary benzylic alcohols were subjected to the aerobic oxidative reaction to afford optically active alcohols of high ee along with the corresponding ketones in high yield. The oxidation of the deuterated alcohols revealed that the accompanying olefin mediated the oxidation for conversion to the corresponding α-deuterated ketones. Copyright

Clay supported ammonium nitrate 'Clayan': A mild and highly selective reagent for the deoximation of electron rich oximes

A simple and convenient method for selective deoximation of electron rich oximes is described using Clay supported ammonium nitrate 'Clayan'. Self destroying nature of the reagent makes the procedure attractive and eco- friendly.

Clay supported ammonium nitrate 'clayan' a rapid and convenient regeneration of carbonyls in dry media

Regeneration of carbonyls from their oximes, phenylhydrazones and tosylhydrazones derivatives using clay supported ammonium nitrate 'clayan' under microwave irridiation is described. The inexpensive reagent and solvent free condition makes the procedure simple and economic.