Reaktion #72919

ord-c4473f8be0684334b827e5bd7897e708

Reaktionsgleichung

c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
CN1CCC(O)CC1
4-hydroxy-N-methylpiperidine
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
CC(=O)Nc1cccc(O)c1
N-(3-Hydroxy-phenyl)-acetamide
CC(=O)Nc1cccc(OC2CCN(C)CC2)c1
N-[3-(1-Methyl-piperidin-4-yloxy)-phenyl]-acetamide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheated to 50° C. overnight
  2. 2
    workup.ADDITIONwere added
  3. 3
    workup.WAITthe heating was continued for additional 24 hours

Vorschrift

A suspension of N-(3-Hydroxy-phenyl)-acetamide (30.2 g) in anhydrous tetrahydrofuran (600 mL) was treated with 4-hydroxy-N-methylpiperidine (30.54 mL) and triphenylphosphine (68.18 g); a solution of diethylazadicarboxylate in anhydrous tetrahydrofuran (THF) (40.94 mL in 60 mL of THF) was added dropwise and the mixture was stirred at room temperature for 2 hours and then heated to 50° C. overnight. Further amounts of triphenylphosphine (28.00 g) and diethylazadicarboxylate (14 mL) were added and the heating was continued for additional 24 hours.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541429B2uspto-grants-2013_09