40731-98-4

Usage

Uses

Used in Organic Synthesis:
4-Hydroxyindan-1-one is used as a key intermediate for the synthesis of various organic compounds. Its hydroxyl group allows for further functionalization and modification, making it a valuable building block in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-Hydroxyindan-1-one serves as an essential raw material for the development of new drugs. Its unique structure and reactivity enable the design and synthesis of novel pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemicals:
4-Hydroxyindan-1-one is utilized as a starting material in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties make it suitable for the development of effective and environmentally friendly agricultural products.
Used in Dyestuffs Industry:
In the dyestuffs industry, 4-Hydroxyindan-1-one is employed as a crucial intermediate for the synthesis of various dyes and pigments. Its versatility in chemical reactions allows for the creation of a wide array of colorants used in various applications, including textiles, plastics, and printing inks.

InChI:InChI=1/C9H8O2/c10-8-3-1-2-6-7(8)4-5-9(6)11/h1-3,10H,4-5H2

Upstream product

• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 59725-61-0 4-(benzyloxy)-1-indanone 
• 77205-06-2 4-carboxy-4,7-epoxy-3a,4,7,7a-tetrahydroinden-1-one 
• 83-33-0 inden-1-one 
• 495-78-3 3-(2-hydroxyphenyl)propionic acid 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 59725-62-1 Benzoic acid 2-(2-chlorocarbonyl-ethyl)-phenyl ester 
• 59725-59-6 3-<2-(benzyloxy)phenyl>propionic acid 
• 13336-31-7 4-methoxylindanone 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 86045-82-1 4-(benzyloxy)-2,3-dihydro-1H-inden-1-one 
• 62803-55-8 4-(3-Chlorphenoxy)-1-indanon 
• 62803-58-1 4-(3-Trifluormethylphenoxy)-1-indanon 
• 62803-57-0 4-(3-Methylphenoxy)-1-indanon 
• 62803-54-7 4-(4-Methylphenoxy)-1-indanon 
• 62803-52-5 4-phenoxy-2,3-dihydroinden-1-one 
• 62803-53-6 4-(4-Chlorphenoxy)-1-indanon 
• 501918-51-0 4-Hydroxy-2-[1-phenyl-meth-(Z)-ylidene]-indan-1-one 
• 13336-31-7 4-methoxylindanone 
• 479206-20-7 1-amino-2,3-dihydro-1H-inden-4-ol 
• 1641-41-4 4-indanol 
• 405102-97-8 4-benzyloxyindan-1-carboxylic acid 
• 917607-30-8 4-(tert-butyldiphenylsiloxy)-1-indanone 
• 1221239-08-2 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one 

Relevant academic research and scientific papers

A windmill-shaped discotic columnar liquid crystal with fast ambipolar charge carrier transport

A study was conducted to demonstrate a windmill-shaped discotic liquid crystal (DLC) with fast ambipolar charge carrier transport. Truxene derivatives of 1,5,9-trialkyltruxene were designed to conduct the investigations under the study. The implementation of this strategy began with the multigram-scale synthesis of hydroxyindanone 2 from the inexpensive dihydrocumarin 1 through a literature procedure. The intermediate 2 was triflated to produce 3 with N,N-bis(trifluoromethylsulfonyl)-phenylamine at room temperature at a high yield up to 70% prior to the alkylation via Suzuki coupling reaction. intermolecular cyclocondensation reactions were performed under mild conditions by treating a synthetic block, 4, with acid to afford the final truxenes of Tru4 and Tru6 at the yields of 63% and 52% after purification by column chromatography.

Synthetic studies on furanosteroids: Construction of the viridin core structure via diels-alder/ retro- diels-alder and vinylogous mukaiyama aldol-type reaction

The synthesis of the viridin class of furanosteroids core skeleton from the readily available 2,3-dihydro-4-hydroxyinden-1-one (6) is described. Our strategy was broken down into three parts: (1) Synthesis of functionalized alkyne oxazoles of type 5; (2) intramolecular Diels-Alder/retro-Diels-Alder reaction of 5 followed by tautomerization and elaboration of R to give silylated furanonaphthols 4 bearing an aldehyde side chain; and (3) annulation of ring A by intramolecular vinylogous Mukaiyama aldol-type cyclization. Two major challenges were faced in the last step: (i) furanonaphthol derivatives bearing a β-hydroxyaldehyde functionality (R1 = OH) suffered from dehydration to the E-enal, which is geometrically incapable of cyclization, and (ii) the functionality at C17 had a strong influence on the conversion of 4 to 3, as exemplified by the failure of the free ketone (X = O) or its derivatives (X = H, OH; X = H, OAc) to cyclize. In the end, success was realized with the analogous C17-norketone (X = H, H).

An Isosteric Triaza Analogue of a Polycyclic Aromatic Hydrocarbon Monkey Saddle

Since a few years, the interest in negatively-curved fused polycyclic aromatic hydrocarbons (PAHs) has significantly increased. Recently, the first chiral negatively-curved PAH with the topology of a monkey saddle was introduced. Herein the synthesis of its triaza congener is reported. The influence of this CH?N exchange on photophysical and electrochemical properties is studied as well as the isomerization process of the enantiomers. The aza analogue has a significantly higher inversion barrier, which makes it easier to handle at room temperature. All experimental results are underpinned by theoretical DFT calculations.

A Chiral Polycyclic Aromatic Hydrocarbon Monkey Saddle

A contorted polycyclic aromatic hydrocarbon (PAH) in the shape of a monkey saddle has been synthesized in three steps from a readily available truxene precursor. The monkey saddle PAH is consisting of three five-, seven six-, and three eight-membered ring

Pericyclic Reactions of Free Cyclopentadienone

Evidence showing that the existence of free cyclopentadienone is needed in reactions of 4-tosyl-2-cyclopenten-1-one is presented.The methods involve the "Three-Phase Test" to detect reactive intermediates in solution.Cyclopentadienone is generated from an insoluble polymer-bound precursor and trapped by a second solid phase using Diels-Alder reactions.In such additions, the elusive ketone can act either as a diene or as a dienophile, according to reaction conditions.

Synthesis and Dopaminergic Activity of (R)- and (S)-4-Hydroxy-2-(di-n-propylamino)indan

A synthetic precursor to a potent dopaminergic agonist, (RS)-4-hydroxy-2-(di-n-propylamino)indan (1), has been resolved by classical recrystallization procedures, and the absolute configuration of the enantiomers have been established by X-ray crystallogr

2-Benzylidene-1-Indanone Analogues as Dual Adenosine A 1 /A 2a Receptor Antagonists for the Potential Treatment of Neurological Conditions

Previous studies explored 2-benzylidine-1-tetralone derivatives as innovative adenosine A 1 and A 2A receptor antagonists for alternative non-dopaminergic treatment of Parkinson's disease. This study's aim is to investigate structura

Industrial production method of 4-hydroxy-1-indanone

The invention discloses an industrial production method of 4-hydroxy-1-indanone, and relates to the technical field of organic chemistry, the industrial production method comprises the following steps: taking dihydrocoumarin as a raw material, carrying out hydrolysis reaction on the dihydrocoumarin under the catalysis of hydrochloric acid to obtain an intermediate 1, and carrying out cyclization reaction on the intermediate 1 and polyphosphoric acid under the catalysis of strongly acidic resin to obtain the 4-hydroxy-1-indanone. The preparation method disclosed by the invention is short in route, easily available in raw materials, high in yield, moderate in reaction condition, suitable for industrial production, less in three wastes, more environment-friendly, easier to operate and stable in process.

Manufacturing Process Development for Belzutifan, Part 1: A Concise Synthesis of the Indanone Starting Material

A four-step synthesis of the indanone core of belzutifan (MK-6482) is described. This route starts from the commodity raw material dihydrocoumarin and was successfully demonstrated on a large scale to produce indanone 11 in the synthesis of belzutifan, an FDA-approved first-in-class therapy for the treatment of patients with certain types of Von Hippel-Lindau disease-associated tumors.

Iridium Complexes as Efficient Catalysts for Construction of α-Substituted Ketones via Hydrogen Borrowing of Alcohols in Water

Ketones are of great importance in synthesis, biology, and pharmaceuticals. This paper reports an iridium complexes-catalyzed cross-coupling of alcohols via hydrogen borrowing, affording a series of α-alkylated ketones in high yield (86 %–95 %) and chemoselectivities (>99 : 1). This methodology has the advantages of low catalyst loading (0.1 mol%) and environmentally benign water as the solvent. Studies have shown the amount of base has a great impact on chemoselectivities. Meanwhile, deuteration experiments show water plays an important role in accelerating the reduction of the unsaturated ketones intermediates. Remarkably, a gram-scale experiment demonstrates this methodology of iridium-catalyzed cross-coupling of alcohols has potential application in the practical synthesis of α-alkylated ketones.