Acetone → 4-Chlorobenzalacetone

HRID 432657

Reaktionsgleichung

Reaktionsgleichung von HRID 432657
N1CCCCC1.[CH3:7][C:8]([CH3:10])=[O:9].C(O)C.[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1>C(O)(=O)C>[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH:7][C:8](=[O:9])[CH3:10])=[CH:17][CH:16]=1

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 702EthanolHCID 77264-ChlorobenzaldehydeHCID 8082Piperidine

Produkt 1

HCID 981834-ChlorobenzalacetoneAusbeute 41,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Piperidine (1.5 ml) was added to a mixed solvent of acetone (1.1 ml) and ethanol (5 ml). After the resulting mixture was stirred for 5 minutes, 4-chlorobenzaldehyde (700 mg, 5.0 mmol) was added. The thus-obtained mixture was stirred at room temperature for 30 minutes. Acetic acid (two droplets, 0.2 ml) was then added, followed by heating under reflux for 6 hours. The solvent was distilled off and the residue (879 mg) was separated and purified by chromatography on a silica gel column [silica gel 40 g, hexane/diethylether (10/1)], whereby the title compound was obtained as a pale yellow oil (375 mg, 41.7%).

Aufarbeitung

  1. stirringThe thus-obtained mixture was stirred at room temperature for 30 minutes
  2. temperatureby heating
  3. temperatureunder reflux for 6 hours
  4. distillationThe solvent was distilled off
  5. customthe residue (879 mg) was separated
  6. custompurified by chromatography on a silica gel column [silica gel 40 g, hexane/diethylether (10/1)], whereby the title compound

Quellen und Nachweise

ORD-Eintrag
ord-8228cffbdf7b4dc287b5c0272bd7d83c
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664256B1

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