Oxygen → 2-Nitrobenzaldehyde

HRID 2057876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2057876
[O:1]=O.O=[O+][O-].[N+:6]([C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=C)([O-:8])=[O:7].CSC>C(Cl)Cl>[N+:6]([C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=[O:1])([O-:8])=[O:7]

Komponenten

6

Edukt 4

HCID 977OxygenHCID 1068Dimethyl SulfideHCID 24823OzoneHCID 5616111-Nitro-2-vinylbenzene

Produkt 1

HCID 111012-NitrobenzaldehydeAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Oxygen enriched with 10 m-moles of ozone are introduced at -20° C. in the course of 15 minutes into a solution of 1.50 g of o-nitrostyrene in 160 ml of methylene chloride. The faintly blue solution is scavenged with nitrogen until the colour has disappeared, treated with 10 ml of dimethyl sulphide and left to stand overnight at room temperature. The clear solution is concentrated in vacuo and the residue is taken up in ethyl acetate. The ethyl acetate solution is washed with water and sodium chloride solution, dried over sodium sulphate and concentrated. The crude product (1.75 g) is taken up in benzene and the solution is chromatographed through a column of silica gel (15 g). The first 100 ml of eluate are concentrated in vacuo, affording 1.39 g of pure o-nitrobenzaldehyde. Yield: 91.5% of theory.

Aufarbeitung

  1. waitleft
  2. concentrationThe clear solution is concentrated in vacuo
  3. washThe ethyl acetate solution is washed with water and sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customthe solution is chromatographed through a column of silica gel (15 g)
  7. concentrationThe first 100 ml of eluate are concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6105dd6c390c48b5ad714ff286fdac5a
Quelldatensatz
uspto-grants-1980_07
Patentnummer
US04213920

Notizen zur Reaktion

Wird geladen…