Reaktion #686812

ord-f55fcce351594dc1a9c5141b5b587d00

Reaktionsgleichung

O=C([O-])O.[Na+]
sodium bicarbonate
Nc1ccc(F)cc1
4-fluoroaniline
F[B-](F)(F)F.[Li+]
lithium tetrafluoroborate
C1COC1
oxetane
OCCCNc1ccc(F)cc1
title compound
Ausbeute 81.4%
OCCCNc1ccc(F)cc1
3-(4-fluorophenylamino)propan-1-ol
Ausbeute 81.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionfollowed by extraction with chloroform
  2. 2
    ExtraktionThe resulting extract
  3. 3
    Trocknenwas dried over magnesium sulfate
  4. 4
    Einengenconcentrated under reduced pressure
  5. 5
    SonstigeThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Vorschrift

4-fluoroaniline (3.82 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 64 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 2.37 g of the title compound. The property values of the compound are as follows.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07897632B2uspto-grants-2011_03