反応 #2028904

ord-dcdde2e59fe347179fad14f9964efd49

反応方程式

CCOc1ccc(-c2ccc(C=COC)c(F)c2F)c(F)c1F
4-Ethoxy-2,2′,3,3′-tetrafluoro-4′-(2-methoxyvinyl)biphenyl
CCOc1ccc(-c2ccc(C=COC)c(F)c2F)c(F)c1F
4-ethoxy-2,2′,3,3′-tetrafluoro-4′-(2-methoxyvinyl)biphenyl
Cl
hydrochloric acid
O
Water
CCOc1ccc(-c2ccc(CC=O)c(F)c2F)c(F)c1F
2-(4′-ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)acetoaldehyde
収率 97.2%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出the water layer was extracted with toluene (100 ml) three times
  2. 2
    洗浄The combined organic layer was washed with water
  3. 3
    乾燥dried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

実験手順

4-Ethoxy-2,2′,3,3′-tetrafluoro-4′-(2-methoxyvinyl)biphenyl (8) (18.5 g) prepared in the sixth step was dissolved in acetone (200 ml) and hydrochloric acid (6M; 200 ml) was added, and the stirring was continued at room temperature for 1 hour. Water (200 ml) was added, and the water layer was extracted with toluene (100 ml) three times. The combined organic layer was washed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to leave 2-(4′-ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)acetoaldehyde (9) (17.2 g) in 97.2% yield.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08389073B2uspto-grants-2013_03