5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one

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5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one Basic information
Product Name:5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one
Synonyms:5-bromo-6-nitro-1-indanone;5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one;5-bromo-6-nitro-2,3-dihydroinden-1-one;1H-Inden-1-one, 5-bromo-2,3-dihydro-6-nitro-;5-Bromo-6-nitro-indan-1-one
CAS:723760-74-5
MF:C9H6BrNO3
MW:256.05
EINECS:
Product Categories:
Mol File:723760-74-5.mol
5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one Structure
5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceLight brown to brown Solid
Safety Information
MSDS Information
5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one Usage And Synthesis
Synthesis
5-Bromo-1-indanone

34598-49-7

5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one

723760-74-5

General procedure for the synthesis of 5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one using 5-bromoindanone as starting material: fuming nitric acid (166 mL) was cooled to -15 °C, followed by the addition of 5-bromoindan-1-one (25 g, 0.118 mol) in batches. The reaction mixture was stirred at a temperature range of -10°C to -15°C for 4 hours and 30 minutes. Upon completion of the reaction, the reaction material was slowly poured into pre-cooled ice water (1600 mL). The precipitate precipitated was collected by diafiltration, washed with water and subsequently dissolved in dichloromethane and dried with anhydrous sodium sulfate (Na2SO4). After removal of the solvent by evaporation, the residue was purified by recrystallization from ethanol to afford the target product (15.3 g, yield: 51%). The melting point of the product was 130 °C. 1H NMR (CDCl3) δ (ppm): 2.75-2.82 (m, 2H), 3.18-3.25 (m, 2H), 7.89 (s, 1H), 8.10 (s, 1H).

References[1] Tetrahedron Letters, 2004, vol. 45, # 41, p. 7753 - 7756
[2] Patent: WO2004/63148, 2004, A1. Location in patent: Page 51
[3] Patent: US2018/51013, 2018, A1. Location in patent: Paragraph 0694; 0695
5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one Preparation Products And Raw materials
Raw materials5-Bromo-1-indanone
Tag:5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one(723760-74-5) Related Product Information
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