Identification | More | [Name]
3-Oxoindane-1-carboxylic acid | [CAS]
29427-69-8 | [Synonyms]
3-OXO-1-INDAN-1-CARBOXYLIC ACID 3-OXO-1-INDANCARBOXYLIC ACID 3-OXO-INDAN-1-CARBOXYLIC ACID 3-OXOINDANE-1-CARBOXYLIC ACID 2,3-dihydro-3-oxo-1h-indene-1-carboxylicaci 2,3-dihydro-3-oxo-1h-indene-1-carboxylicacid 3-oxo-2,3-dihydro-1h-indene-1-carboxylicacid 1-Indanone-3-carboxylic Acid 3-Oxo-1-indan-2-carboxylic acid 3-Oxo-indan-1-carboxylic acid methyl ester | [Molecular Formula]
C10H8O3 | [MDL Number]
MFCD00092224 | [Molecular Weight]
176.17 | [MOL File]
29427-69-8.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
NK8260000
| [Hazard Note ]
Irritant | [HS Code ]
2918300090 |
Hazard Information | Back Directory | [Uses]
3-Oxoindane-1-carboxylic Acid is an indan acid and a potential oral hypoglycemic agents. | [Definition]
ChEBI: 3-oxoindane-1-carboxylic acid is a member of indanones. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 106, p. 6702, 1984 DOI: 10.1021/ja00334a040 | [General Description]
3-Oxo-1-indancarboxylic acid participates in the synthesis of 3-hydroxymethyl-1-indanol (±). Enantiomeric separation of 3-oxo-1-indancarboxylic acid on liquid chromatography chiral stationary phases (CSPs) by supercritical fluid chromatography (SFC) has been reported. Separation of 3-oxo-1-indancarboxylic acid enantiomers using a new immobilized polysaccharide chiral stationary phase, CHIRALPAK IA with hexane has been described. | [Synthesis]
The general procedure for the synthesis of 3-carbonyl-1-indenoic acid from phenylsuccinic anhydride was as follows: phenylsuccinic anhydride (10 g, 57 mmol) was dissolved in 1,2-dichloroethane (200 mL). The solution was slowly added dropwise to a solution of 1,2-dichloroethane (50 mL) containing aluminum trichloride (17 g, 130 mmol) at 0°C. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 1 hour at room temperature. Subsequently, water (50 mL) was added at 0 °C to terminate the reaction. The reaction mixture was extracted with ethyl acetate (3 x 60 mL), the organic phases were combined and concentrated by evaporation. After drying, the light yellow oily product 5A (8.3 g, 83% yield) was obtained. | [References]
[1] Bulletin de la Societe Chimique de France, 1982, vol. 2, # 5-6, p. 161 - 166 [2] Patent: CN108250128, 2018, A. Location in patent: Paragraph 0195; 0197; 0198; 0199 [3] Patent: WO2016/44770, 2016, A1. Location in patent: Page/Page column 661 [4] Tetrahedron, 2004, vol. 60, # 41, p. 9245 - 9253 [5] Canadian Journal of Chemistry, 1961, vol. 39, p. 2563 - 2571 |
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