Sodium Iodide → Cyclopentane, (2-iodoethoxy)-

HRID 1058753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1058753
BrC1C=CC(S(O[CH2:12][CH2:13][O:14][CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)(=O)=O)=CC=1.[I-:20].[Na+]>CC(C)=O>[I:20][CH2:12][CH2:13][O:14][CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 18669129HCID 18669129, Verbindung

Produkt 1

HCID 18669143Cyclopentane, (2-iodoethoxy)-Ausbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 2-(cyclopentyloxy)ethyl 4-bromobenzenesulfonate (Preparation 16, 60 mg, 0.17 mmol) in acetone (5 mL) at room temperature was added sodium iodide (200 mg, 1.3 mmol). The mixture was,heated at 35° C. for 16 hours and then cooled. The residual precipitate was removed by filtration and the filtrate was concentrated in vacuo. The residue was partitioned between diethyl ether (10 mL) and water (10 mL). The two layers were separated and the organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to give the title compound (15 mg, 37%) as a brown oil.

Aufarbeitung

  1. temperaturecooled
  2. customThe residual precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was partitioned between diethyl ether (10 mL) and water (10 mL)
  5. customThe two layers were separated
  6. dry with materialthe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8b9601cdb4ce4404aeaccbdbe6e906e4
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06518282B1

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