Sodium Iodide → p-Benzyloxybenzyl iodide

HRID 1377122Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1377122
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:17].[Na+]>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][I:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 700424-Benzyloxybenzyl chloride

Produkt 1

HCID 11723738p-Benzyloxybenzyl iodide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 1.0 g (4.3 mmol) of 4-benzyloxybenzyl chloride (Fluka; Buchs/Switzerland) in 8 ml of acetone is stirred at RT with 3.13 g (20.9 mmol) of sodium iodide. After 90 min, a gas chromatogram of the reaction mixture indicates that the reaction is complete; the reaction mixture is therefore poured onto ether, and this mixture is washed with 10% sodium thiosulfate solution and saline. Drying the organic phase with Na2SO4, and evaporating, yields the title compound: 1H-NMR (200 MHz, CDCl3 : 4.48 (s, 2H), 5.06 (s, 2H), 6.85-6.95 (m, 2H), 7.25-7.48 (m, 7H).

Aufarbeitung

  1. additionthe reaction mixture is therefore poured onto ether
  2. washthis mixture is washed with 10% sodium thiosulfate solution and saline
  3. dry with materialDrying the organic phase with Na2SO4
  4. customevaporating

Quellen und Nachweise

ORD-Eintrag
ord-035aec884bdb4453b0e2571c58474046
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05663200

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