Methylparaben → Methyl 4-(allyloxy)benzoate

HRID 257830

Reaktionsgleichung

Reaktionsgleichung von HRID 257830
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[CH:19]=[CH2:20]>CC(C)=O>[CH2:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH:19]=[CH2:18]

Komponenten

5

Edukt 3

HCID 7456MethylparabenHCID 7841Allyl bromideHCID 11430Potassium Carbonate

Produkt 1

HCID 4645407Methyl 4-(allyloxy)benzoateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A 2 L flask was equipped with a mechanical stirrer, a reflux condenser and a stopper, then charged with 50.05 g (0.329 mol) of methyl 4-hydroxybenzoate, 960 mL of acetone, 22.50 g (1.625 mol) of anhydrous potassium carbonate, 80.5 mL (112.6 g, 0.932 mol) of allyl bromide and the mixture was stirred and refluxed for 14 hours. The mixture was cooled to room temperature, filtered and concentrated to an oil. The residual oil was purified by distillation (97° C. @ 0.03 mm Hg) to afford 53.52 g (86%) of the title compound.

Aufarbeitung

  1. customA 2 L flask was equipped with a mechanical stirrer, a reflux condenser
  2. temperaturerefluxed for 14 hours
  3. filtrationfiltered
  4. concentrationconcentrated to an oil
  5. distillationThe residual oil was purified by distillation (97° C. @ 0.03 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-964d5f58841d4a3c80a26641e99c4a23
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05264439

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