Methyl iodide → 2-Methoxyphenethyl alcohol

HRID 744803

Reaktionsgleichung

Reaktionsgleichung von HRID 744803
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][OH:10].[C:11]([O-])([O-])=O.[Cs+].[Cs+].CI>CC(C)=O>[OH:10][CH2:9][CH2:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:1][CH3:11]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 822002-(2-Hydroxyethyl)phenol

Produkt 1

HCID 819092-Methoxyphenethyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a solution of 10 g of 2-(2-hydroxyphenyl)-ethanol in 200 ml of acetone there are added 35.3 g of Cs2CO3 and then a solution of 6.5 ml of methyl iodide in 40 ml of acetone. The reaction mixture is stirred for 50 minutes at room temperature, is filtered and is concentrated by evaporation. The residue is partitioned between diethyl ether and water. The organic phases are combined, dried over magnesium sulfate and concentrated by evaporation, and the residue is purified by means of FC (dichloromethane/diethyl ether=97:3), yielding the title compound: Rf (dichloromethane/diethyl ether=97:3)=0.34; HPLC Rt =9.31 minutes.

Aufarbeitung

  1. filtrationis filtered
  2. concentrationis concentrated by evaporation
  3. customThe residue is partitioned between diethyl ether and water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. customthe residue is purified by means of FC (dichloromethane/diethyl ether=97:3)

Quellen und Nachweise

ORD-Eintrag
ord-72e2939e43e84e3faff273817dad7307
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05559111

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