Reaktion #514592

ord-9304d89c4e324764996841c307a765a8

Lösungsmittel

Reaktionsbedingungen

Temperatur
45°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigekept at 35° C.
  2. 2
    workup.ADDITIONAfter addition
  3. 3
    TemperaturThe reaction was cooled
  4. 4
    ExtraktionThe product was extracted with EtOAc
  5. 5
    ExtraktionThe organic layer was extracted with 1 N NaOH
  6. 6
    Sonstigeto produce a white precipitate that
  7. 7
    Filtrationwas collected by filtration
  8. 8
    Waschenwashed with water
  9. 9
    Sonstigedried

Vorschrift

To a mixture of AlCl3 (13 g, 97.5 mmol, 1.0 equiv) in benzene (100 mL) kept at 35° C., was added 1-cyclohexenecarboxylic acid (5 g, 39.7 mmol, 0.41 equiv) dropwise. After addition was complete, the reaction solution was heated to 70° C. for 1 h and 45° C. overnight. The reaction was cooled, and 200 mL of 1 N HCl was slowly added. The product was extracted with EtOAc. The organic layer was extracted with 1 N NaOH and the aqueous layer was acidified with concentrated HCl to produce a white precipitate that was collected by filtration, washed with water and dried to give the titled compound as a white solid (3.1 g, 38%) which was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06313117B1uspto-grants-2001_11