4-Hydroxybenzyl Alcohol → 4-(2-Propoxyethoxy)benzyl alcohol

HRID 1169458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169458
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.[CH2:10]([O:13][CH2:14][CH2:15]Br)[CH2:11][CH3:12].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O.CN(C=O)C>[CH2:10]([O:13][CH2:14][CH2:15][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1)[CH2:11][CH3:12]

Komponenten

7

Edukt 4

HCID 1254-Hydroxybenzyl AlcoholHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 27341841-(2-Bromoethoxy)propane

Produkt 1

HCID 27341874-(2-Propoxyethoxy)benzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 4-hydroxybenzyl alcohol (3.00 g), 2-bromoethyl propyl ether (4.0 ml), sodium iodide (4.75 g), potassium carbonate (6.68 g) and DMF (30 ml) was stirred at 90° C. for 3 days. The reaction mixture was mixed with water, and was extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate. After concentration under reduced pressure, the residue was subjected to separation and purification using column chromatography (ethyl acetate:hexane 1:2→1:1) to obtain 4-(2-propoxyethoxy)benzyl alcohol (2.27 g) as a light yellow, oily substance.

Aufarbeitung

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialan aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate
  4. concentrationAfter concentration under reduced pressure
  5. customthe residue was subjected to separation and purification

Quellen und Nachweise

ORD-Eintrag
ord-9ccbf93b04344f908d4209d823e4aeea
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627651B1

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