Reaktion #78869

ord-73bc53d3447d4ac1b88413f2260d1dcb

Reaktionsgleichung

O=Cc1cc(Br)ccc1OCc1ccccc1
2-benzyloxy-5-bromobenzaldehyde
O=C(O)CC(=O)O
malonic acid
C1CCNCC1
piperidine
Cl
hydrochloric acid
O=C(O)C=Cc1cc(Br)ccc1OCc1ccccc1
3-(2-Benzyloxy-5-bromophenyl)-acrylic Acid

Lösungsmittel

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperatursubsequently refluxed for 0.5 hrs
  2. 2
    TemperaturAfter cooling to room temperature
  3. 3
    SonstigeThe solid material that precipitated
  4. 4
    Sonstigewas collected by suction
  5. 5
    Sonstigerecrystallized from a minimum of boiling methanol

Vorschrift

A mixture of 2-benzyloxy-5-bromobenzaldehyde (0.10 mol), malonic acid (15.0 g), and piperidine (2.0 ml) in 150 ml of pyridine was first heated at 90° C. for 90 min and subsequently refluxed for 0.5 hrs. After cooling to room temperature, the reaction was poured on a mixture of ice (1 kg) and concentrated aqueous hydrochloric acid (250 ml). The solid material that precipitated after stirring for 2 hrs. was collected by suction and recrystallized from a minimum of boiling methanol.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713464B1uspto-grants-2004_03