Acetic Acid → 2-Bromo-6-nitro-1-indanone

HRID 1977814

Reaktionsgleichung

Reaktionsgleichung von HRID 1977814
[N+:1]([C:4]1[CH:5]=[C:6]2C(=C[CH:12]=1)[C:9](=O)[CH2:8][CH2:7]2)([O-:3])=[O:2].[BrH:14].BrBr.[C:17]([OH:20])(=O)[CH3:18]>>[Br:14][CH:9]1[CH2:8][C:7]2[C:18](=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:17]1=[O:20]

Komponenten

5

Edukt 4

HCID 176Acetic Acid2×HCID 260Hydrogen BromideHCID 24408BromineHCID 123412855-Nitro-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 110650202-Bromo-6-nitro-1-indanone

Versuchsvorschrift

7.1 g (0.04 mol) of 5-nitroindan-1-one are dissolved in 135 ml of glacial acetic acid, and 1.12 ml of 48 percent hydrobromic acid solution are added. Then 2.06 ml of bromine in 40 ml of glacial acetic acid are added dropwise at room temperature to the solution, which is then stirred for 2 h. The reaction mixture is poured into ice-water and extracted with dichloromethane and, after drying, the solvent is removed from the organic phase in vacuo. The residue is purified by column filtration (silica gel; dichloromethane). 2-Bromo-6-nitroindan-1-one is obtained with a melting point of 113° C.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customafter drying
  3. customthe solvent is removed from the organic phase in vacuo
  4. filtrationThe residue is purified by column filtration (silica gel; dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-01be65609045459fb3eb1a59cbdd43b5
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06235763B1

Verknüpfte Notizen

Wird geladen…