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

HRID 1112683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1112683
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 tarry 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 tarry 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-3b28e12c895d49f3935bbb56c3e5b051
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04123456

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