Reaktion #1606902

ord-0b6d174f2c7c425089c46a00d9c1aae3

Reaktionsgleichung

CCOC(=O)/N=N/C(=O)OCC.Cc1ccccc1
DEAD toluene
Oc1ccc(I)cc1
4-iodophenol
OCCN1CCOCC1
2-morpholinoethanol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
Ic1ccc(OCCN2CCOCC2)cc1
4-[2-(4-iodophenoxy)ethyl]morpholine
Ausbeute 93.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISTILLATIONAfter the solvents were distilled off
  2. 2
    Sonstigethe resulting residue was purified by NH type silica gel chromatography (gradient elution with hexane/ethyl acetate=90/0→60/40)

Vorschrift

40% DEAD/toluene (2.5 mL) was added to a THF (30 mL) solution of 4-iodophenol (1.0 g), 2-morpholinoethanol (0.72 g) and triphenylphosphine (1.4 g) under ice cooling, and the mixture was stirred for 17 hours at room temperature. After the solvents were distilled off, the resulting residue was purified by NH type silica gel chromatography (gradient elution with hexane/ethyl acetate=90/0→60/40) to obtain 4-[2-(4-iodophenoxy)ethyl]morpholine (colorless oil) (1.4 g, 93%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09073821B2uspto-grants-2015_07