Piperidine → 2-(2-Nitro-5-piperdinylphenyl)-1,3-dioxolane

HRID 256179

Reaktionsgleichung

Reaktionsgleichung von HRID 256179
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:13]([O-:15])=[O:14])=[C:6]([CH:8]2[O:12][CH2:11][CH2:10][O:9]2)[CH:7]=1.[NH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[N+:13]([C:5]1[CH:4]=[CH:3][C:2]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:7][C:6]=1[CH:8]1[O:12][CH2:11][CH2:10][O:9]1)([O-:15])=[O:14]

Komponenten

3

Edukt 2

HCID 8082PiperidineHCID 2673852-(5-Chloro-2-nitrophenyl)-1,3-dioxolane

Produkt 1

HCID 139875982-(2-Nitro-5-piperdinylphenyl)-1,3-dioxolaneAusbeute 100 %

Versuchsvorschrift

A mixture of 2-(5-chloro-2-nitrophenyl)-1,3-dioxolane (21.3 g, 0.09 mole) and piperidine (39.6 g, 0.46 mole) was heated at reflux in an oil bath. After 3 hours, excess piperidine was evaporated and the residue partitioned between water and dichloromethane. The organic phase was separated and the aqueous layer extracted with dichloromethane. Combined extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo to afford 2-(2-nitro-5-piperdinylphenyl)-1,3-dioxolane (21.6 g, 100%) as a dark colored oil which was used without further purification. An analytical sample was purified by flash chromatography using dichloromethane as eluant to give a light yellow oil.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux in an oil bath
  3. customexcess piperidine was evaporated
  4. customthe residue partitioned between water and dichloromethane
  5. customThe organic phase was separated
  6. extractionthe aqueous layer extracted with dichloromethane
  7. washCombined extracts were washed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-780747b03da34d5da4302f7cf0abbebe
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04701459

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