4-Chloroaniline → 3-[(4-Chlorophenyl)amino]propan-1-ol

HRID 546747Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546747
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.F[B-](F)(F)F.[Li+].[O:15]1[CH2:18][CH2:17][CH2:16]1.C(=O)(O)[O-].[Na+]>C(#N)C>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH2:18][CH2:17][CH2:16][OH:15])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 78124-ChloroanilineHCID 10423OxetaneHCID 516892Sodium BicarbonateHCID 4298216Lithium tetrafluoroborate

Produkt 1

HCID 204888633-[(4-Chlorophenyl)amino]propan-1-olAusbeute 67,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Chloroaniline (4.39 g) and lithium tetrafluoroborate (3.32 g) were added to a solution of oxetane (1.00 g) in acetonitrile (20 mL) at room temperature, and the reaction solution was stirred at room temperature for 52 hours. A saturated sodium bicarbonate solution was added to the reaction solution, followed by extraction with chloroform. The resulting extract was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 2.17 g of the title compound. The property values of the compound are as follows.

Aufarbeitung

  1. extractionfollowed by extraction with chloroform
  2. extractionThe resulting extract
  3. dry with materialwas dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Quellen und Nachweise

ORD-Eintrag
ord-8e8aa8debf314bb6b196e8c90c7bd71b
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935815B2

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