Iodine → 1-(4-Iodophenyl)piperazine

HRID 865332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 865332
[I:1]I.[C:3]1([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)(=O)C.C([O-])(=O)C1C=CC=CC=1.[Ag+]>[I:1][C:6]1[CH:7]=[CH:8][C:3]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:5]=1

Komponenten

5

Edukt 2

HCID 807IodineHCID 70961-Phenylpiperazine

Produkt 1

HCID 41478451-(4-Iodophenyl)piperazineAusbeute 11,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 164649Silver benzoateKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Over a period of 15 minutes samples of iodine (8.62 grams, 0.034 mol) and silver benzoate (7.78 grams, 0.034mol) were added in portions to a magnetically stirred solution of 5 grams of 1-phenylpiperazine in 80 mL acetic acid. The mixture stirred for Ihour. The solvent was evaporated and the residue partioned between 150 mL diethyl ether and 150 mL 2N sodium hydroxide. The organic layer was washed with 100 mL water, 100 mL brine, then dried over potassium carbonate and concentrated in vacuo to yield 1.0 gram (11%) of 1-(4-iodophenyl)-piperzine (110°-115° C.). The material obtained wasused without further purification. 1H NMR (CDCl3, dTMS) 7.51 (2H, d, 3JHH =9 Hz, m-ArH), 6.69 (2H, d, 3JHH =9 Hz, o-ArH), 3.17 (4H, m), 3.04 (4H, m). 13C NMR (CDCl3) 151.36, 137.73, 118.05, 81.35, 49.92, 45.95.

Aufarbeitung

  1. customThe solvent was evaporated
  2. washThe organic layer was washed with 100 mL water, 100 mL brine
  3. dry with materialdried over potassium carbonate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-aa3c67212b77468bbdaffa11b14c6ed7
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565449

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