Reaktion #1681

ord-71f9c60234da4ab48aa5084c5a174dbb

Reaktionsgleichung

O=Cc1ccc(Cl)cc1
4-chlorobenzaldehyde
CC(=O)CCC(=O)O
levulenic acid
C1CCNCC1
piperidine
Cc1ccccc1
toluene
O=C(O)CCC(=O)C=Cc1ccc(Cl)cc1
product
Ausbeute 44.0%
O=C(O)CCC(=O)C=Cc1ccc(Cl)cc1
3-(4-chlorocinnamoyl)-propionic acid
Ausbeute 44.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeTo a dry 250 ml flask equipped with a magnetic stirrer
  2. 2
    TemperaturDean-Stark trap, and reflux condenser
  3. 3
    TemperaturThe reaction was refluxed for 3 hours
  4. 4
    TemperaturThe reaction was cooled
  5. 5
    Sonstigeto yield a reddish-brown liquid which
  6. 6
    Sonstigewas triturated with hexane

Vorschrift

To a dry 250 ml flask equipped with a magnetic stirrer, Dean-Stark trap, and reflux condenser was charged 15 g of 4-chlorobenzaldehyde, 12.4 g levulenic acid, 5.7 ml of piperidine, and 100 ml of toluene. The reaction was refluxed for 3 hours, after which no water was observed to azeotrope from the solution. The reaction was cooled and stripped to yield a reddish-brown liquid which was triturated with hexane to yield 11.2 g of product as a yellow solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726176uspto-grants-1998_03