Реакция #1829966

ord-69de5751fbcf45e999f5b7f29685de27

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеwas formed
  2. 2
    Другоеwere reacted at room temperature for additional 1 hour
  3. 3
    workup.ADDITIONwas added dropwise to the reaction mixture
  4. 4
    Экстракцияfollowed by the extraction of the reaction mixture with diethyl ether
  5. 5
    ПромывкаAfter the extract was washed with saturated NaCl, anhydrous sodium sulfate
  6. 6
    workup.ADDITIONwas added
  7. 7
    Другоеto dry the extract
  8. 8
    workup.DISTILLATIONThe diethyl ether was distilled off under reduced pressure

Методика

A solution of 6.0 g of 3,4-difluorobromobenzene in 25 ml. of anhydrous diethyl ether was added dropwise under stirring at 10°-15° C. to 0.66 g of magnesium metal powder, followed by reaction at room temperature for 1 hour so that a Grignard reagent was formed. After 5 g of trans-4-pentylcyclohexylcyclohexenone were added under stirring at -10° to 0° C. to the thus-formed Grignard reagent, they were reacted at room temperature for additional 1 hour. After the completion of the reaction, diluted hydrochloric acid was added dropwise to the reaction mixture, followed by the extraction of the reaction mixture with diethyl ether. After the extract was washed with saturated NaCl, anhydrous sodium sulfate was added to dry the extract. The diethyl ether was distilled off under reduced pressure, whereby 1-(trans-4-pentylcyclohexyl)-4-(3,4-difluorophenyl)-4-hydroxy-cyclohexene was obtained as a crude reaction product.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05342546uspto-grants-1994_08