Water → 2-Cyclopenten-1-one, 4-hydroxy-3-methyl-2-(2-propen-1-yl)-

HRID 358294

Reaktionsgleichung

Reaktionsgleichung von HRID 358294
O[C:2]1([CH3:11])[CH:6]([CH2:7][CH:8]=[CH2:9])[C:5](=[O:10])[CH:4]=[CH:3]1.[OH2:12]>>[CH2:7]([C:6]1[C:5](=[O:10])[CH2:4][CH:3]([OH:12])[C:2]=1[CH3:11])[CH:8]=[CH2:9]

Komponenten

3

Edukt 2

HCID 962WaterHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Produkt 1

HCID 110832-Cyclopenten-1-one, 4-hydroxy-3-methyl-2-(2-propen-1-yl)-Ausbeute 62,5 %

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

Twenty grams of a 300-mesh activated alumina (Wako Junyaku Co.) for use in column chromatography was suspended in 100 ml of a toluene-ether (1:1 by volume) mixture admixed with 2.4 g of water. To the suspension, was added 4.0 g of 4-hydroxy-4-methyl-5-allyl-2-cyclopentenone. The suspension was stirred at 30° C. for 24 hours and the alumina was separated by filtration. The separated alumina was extracted three times with 50 ml of a toluene-ether (1:1 by volume) mixture. The extract solutions were combined with the filtrate and concentrated. The concentrate was fractionally distilled in vacuo to obtain 2.5 g (62.5% yield) of 2-allyl-3-methyl-4-hydroxy-2-cyclopentenone boiling at 155° C./1 mmHg.

Aufarbeitung

  1. customthe alumina was separated by filtration
  2. extractionThe separated alumina was extracted three times with 50 ml of a toluene-ether (1:1 by volume) mixture
  3. concentrationconcentrated
  4. distillationThe concentrate was fractionally distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cf4f34f4ab9643298d7441b505f86e5f
Quelldatensatz
uspto-grants-1984_08
Patentnummer
US04465862

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