52888-73-0

Usage

InChI:InChI=1/C12H14O3/c1-15-12(14)10-6-8-4-2-3-5-9(8)7-11(10)13/h6-7,13H,2-5H2,1H3

Upstream product

• 883-99-8 3-hydroxy-2-naphthoic acid methyl ester 
• 67-56-1 methanol 
• 25435-10-3 3-hydroxy-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid 
• 15839-38-0 2-dimethoxymethylcyclohexanone 
• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 128951-00-8 3-Hydroxy-1-methylsulfanyl-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid methyl ester 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 119-64-2 tetralin 
• 90-15-3 α-naphthol 
• 93-12-9 5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid 
• 132475-84-4 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester 

Downstream Products

• 71758-70-8 3-Hydroxy-5.6.7.8-tetrahydronaphthoesaeureamid 

Relevant academic research and scientific papers

Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core

A regioselective and chemoselective method for catalytic synthesis of biologically interesting 5,6,7,8-tetrahydronaphthols by reduction of naphthols was described. The side aromatic hydrocarbons in naphthols were site-selectively reduced, using hydrosilanes in methanol, allowing for retaining functional phenol scaffolds intact. It presents a rare example of using low-cost and air-stable hydrosilane for catalytic reduction of unactivated aromatic hydrocarbons under mild conditions. This reaction is scalable and proceeds in high selectivity without the formation of 1,2,3,4-tetrahydronaphthol byproducts with toleration of sensitive functionalities such as bromide, chloride, fluoride, ketone, ester, and amide.

De Novo Synthesis of Phenols and Naphthols through Oxidative Cycloaromatization of Dienynes

In this work, a rhodium-catalyzed oxidative cycloaromatization of dienynes, which provides a highly straightforward and efficient way to access polysubstituted naphthols and phenols under mild conditions, is described. Challenged electron-withdrawing groups are well tolerated in this protocol, and late-stage phenyl ring formation is demonstrated.

Annelation of Baylis-Hillman derivatives: Synthesis of highly functionalised tetrahydronaphthalenes

PTSA-promoted Robinson annelation of a-(3-oxobutyl)cyclohex-2-en-1-one derivatives in refluxing toluene, affords efficiently in a one pot process a variety of hydroxytetrahydronaphthyl carbonyl compounds in good yields. Further highly regioselective elect

Reformatsky Reaction on α-Oxo Ketene Dithioacetals: Synthesis of Substituted and Fused Ethyl 2-Hydroxy-6-(methylthio)benzoates, 6-(Methylthio)pyran-2-ones, and 6-(Methylthio)-2(1H)-pyridone Derivatives

A novel cycloaromatization reaction leading to substituted and annelated ethyl 2-hydroxy-6-(methylthio)benzoates 4 by condensation of α-oxo-ketene dithioacetals with an excess of Reformatsky reagent from ethyl bromoacetates through intermediate dienes 3 has been described.The reaction has also been extended for the synthesis of substituted ethyl 3-hydroxy-5-(methylthio)stilbenecarboxylates 9 by using cinnamoyl ketene dithioacetals 8.A few of the benzoates 4 were desulfurized to the corresponding salicylate derivatives 5.Reaction of acyclic oxo ketene dithioacetals with ethyl(bromozincio)acetate in the presence of cuprous iodide afforded 4- (or 4,5-)substituted 6-(methylthio)pyran-2-ones 15 in moderate to good yields.A probable mechanism for the formation of 15 is suggested.Cyclization of the acyclic dienes 3 or the carbinols 10 with ammonium acetate in refluxing acetic acid afforded the corresponding 4- (or 4,5-)substituted 6-(methylthio)-2(1H)-pyridones 22.

HYDROXYAMINOTETRALINCARBOXAMIDES

o-Hydroxy tetralin carboxamides, substituted with an amino group in the aliphatic ring, are dopamine agonists.

2-Aminomethyl phenol derivative and process for preparing thereof

A 2-aminomethyl phenol derivative of the formula (I): STR1 wherein X is a halogen atom; R1, R2, R3 and R4 which may be the same or different are each a hydrogen atom or a straight or branched chain alkyl group having 1 to 4 carbon atoms; n is 2, 3, 4 or 5 and a pharmaceutically acceptable acid addition salt thereof are disclosed. Also disclosed is a process for preparing such derivative or a pharmaceutically acceptable acid addition salt thereof.

A Novel Cycloaromatization Reaction. Regiocontrolled Synthesis of Substituted Methyl Salicylates

A new method of constructing six-membered rings, involving the condensation of two three-carbon units, one with two nucleophilic sites and the other containing two electrophilic sites, is reported.The regiochemistry of the reaction is controlled by the differential reactivities of these sites. 1,3-Bis(trimethylsiloxy)-1-methoxybuta-1,3-diene (1) constitutes the three-carbon fragment with two nucleophilic sites.Condensation of 1 with various equivalents of β-dicarbonyl compounds and titanium tetrachloride gave substituted methyl salicylates.The regiochemistry is controlled by the order of reactivity of the electrophilic sites, which is conjugate position of enone > ketone > monothioacetal, acetal.