تفاعل #2028904

ord-dcdde2e59fe347179fad14f9964efd49

معادلة التفاعل

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
المردود 97.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe water layer was extracted with toluene (100 ml) three times
  2. 2
    غسيلThe combined organic layer was washed with water
  3. 3
    تجفيفdried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08389073B2uspto-grants-2013_03