反応 #1746

ord-989f1c45e316471198b7f2d873102bdb

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他rises to about 30° C.
  2. 2
    その他a substantially homogeneous solution is formed
  3. 3
    その他to react for 15 hours at ambient temperature
  4. 4
    その他The organic phase is separated off
  5. 5
    抽出the aqueous phase is extracted with methylene chloride again
  6. 6
    洗浄They are washed until neutral,
  7. 7
    その他dried
  8. 8
    その他evaporated in vacuo
  9. 9
    その他The yellow oil remaining is crystallised by trituration with diisopropylether
  10. 10
    その他the solid product is recrystallised from diisopropylether
  11. 11
    その他White crystals are obtained

実験手順

A solution of 24.3 g (0.11 mol) of O-acetyl-4-phenylcyclohexanol in 1300 ml of methylene chloride is combined with 26.0 g (0.86 mol) of paraformaldehyde and 26.0 g (0.19 mol) of zinc chloride. Hydrogen chloride is introduced into this suspension, with stirring, for 2.5 hours, whilst the temperature rises to about 30° C. and a substantially homogeneous solution is formed. The mixture is then allowed to react for 15 hours at ambient temperature and the reaction mixture is then hydrolysed with stirring in about 1.5 litres of ice water. The organic phase is separated off, the aqueous phase is extracted with methylene chloride again and the two organic phases are combined. They are washed until neutral, dried and evaporated in vacuo. The yellow oil remaining is crystallised by trituration with diisopropylether and the solid product is recrystallised from diisopropylether. White crystals are obtained, melting point 87°-89° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05726205uspto-grants-1998_03