Sodium Iodide → HCID 53645944, Verbindung

HRID 1779789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1779789
[OH:1][C:2]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[Na+]>CC(C)=O>[CH2:15]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:10][C:2]=1[O:1][CH2:4][C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:2]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 4330244-tert-Butyl-2-hydroxybenzoic acid

Produkt 1

HCID 53645944HCID 53645944, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 5 g of 2-hydroxy-4-tert-butyl-benzoic acid, 9.1 ml of benzyl bromide, 17 g of caesium carbonate, 0.3 g of sodium iodide and 500 ml of acetone is stirred for 20 hours under reflux and then filtered and the filtrate is concentrated by evaporation. The residue is partitioned between diethyl ether and water, the organic phases are concentrated by evaporation and the residue is purified by means of FC (1000 g of silica gel, dichloromethane/hexane=1:1). Title compound: Rf (dichloromethane/hexane=1:1)=0.47.

Aufarbeitung

  1. temperatureunder reflux
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated by evaporation
  4. customThe residue is partitioned between diethyl ether and water
  5. concentrationthe organic phases are concentrated by evaporation
  6. customthe residue is purified by means of FC (1000 g of silica gel, dichloromethane/hexane=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-6c8ec676ea8c4f73b224da46c64386b0
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05627182

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