Ethylene carbonate → 2-(4-(1-Methylethenyl)phenoxy)ethanol

HRID 2308830

Reaktionsgleichung

Reaktionsgleichung von HRID 2308830
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([CH3:3])=[CH2:2].C1(=O)O[CH2:14][CH2:13][O:12]1.O.O.[F-].[K+]>CN(C)C=O>[CH3:2][C:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:14][CH2:13][OH:12])=[CH:6][CH:5]=1)=[CH2:3]

Komponenten

5

Edukt 3

HCID 7303Ethylene carbonateHCID 584247p-IsopropenylphenolHCID 23708904Potassium fluoride dihydrate

Produkt 1

HCID 137506132-(4-(1-Methylethenyl)phenoxy)ethanolAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 20 g p-isopropenylphenol, 1.1 equivalents ethylene carbonate, 0.02 equivalent potassium fluoride dihydrate, and 200 ml N,N-dimethylformamide (DMF) was heated at about 150° C. for about 1.5 hours. After removal of DMF under reduced pressure, the crude product was distilled. 2-(4-(1-Methylethenyl)phenoxy)ethanol, bp 143° C./7 torr, was obtained as a white solid in 69% yield.

Aufarbeitung

  1. customAfter removal of DMF under reduced pressure
  2. distillationthe crude product was distilled

Quellen und Nachweise

ORD-Eintrag
ord-ab2fa38553ff41ddaac4e08279e66ef0
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04691042

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