Pyridine → (5-Oxocyclopent-1-en-1-yl)acetaldehyde

HRID 1439673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1439673
N1C=CC=CC=1.[OH:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1>[O-2].[O-2].[O-2].[Cr+6].C(Cl)Cl>[CH:8]([CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)=[O:7]

Komponenten

5

Edukt 2

HCID 1049PyridineHCID 154144942-(2-Hydroxyethyl)cyclopent-2-en-1-one

Produkt 1

HCID 20465672(5-Oxocyclopent-1-en-1-yl)acetaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10219390chromium (VI) trioxideKatalysatorHCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Chromium trioxide (0.6 mol) is added to a stirring solution of (1.2 mol) of anhydrous pyridine in 1500 ml. of anhydrous methylene chloride cooled in an ice bath. The deep red suspension is stirred for 15 minutes at 0° C. and 45 minutes at ambient temperature. A solution of 01.5 mol of 2-(2-hydroxyethyl)-cyclopent-2-en-1-one (Example 897) in 50 ml. of methylene chloride is added, all at once, to the suspension. A black terry deposit is formed immediately. After stirring the mixture for 25 minutes at ambient temperature, the methylene chloride is decanted from the tarry precipitate which is then triturated several times with ether.

Aufarbeitung

  1. customA black terry deposit is formed immediately
  2. stirringAfter stirring the mixture for 25 minutes at ambient temperature
  3. customthe methylene chloride is decanted from the tarry precipitate which
  4. customis then triturated several times with ether

Quellen und Nachweise

ORD-Eintrag
ord-7658afd9dda34173acee7217b0c1a190
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04060540

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