반응 #6291

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potassium carbonate

1,1-bis-(4-hydroxyphenyl)-1-phenyl-2,2,2-trifluoroethane

diphenol

4- fluoroacetophenone

diphenol

→

1,1-bis[4-(4-acetylphenoxy)phenyl]-1-phenyl-2,2,2-trifluoroethane

용매

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후처리

1. 1
   기타is prepared in a 1 liter, 2-necked round bottom flask
2. 2
   기타equipped with a reflux condensor and a nitrogen gas inlet
3. 3
   온도as heat
4. 4
   온도The solution is refluxed
5. 5
   세척is evident by thin layer chromatography (elution with 2:1 hexanes:ethyl acetate)
6. 6
   workup.DISTILLATIONThe quantity of solvent is reduced to approximately 200 milliliters by distillation, whereupon the solution
7. 7
   온도is cooled
8. 8
   workup.ADDITIONpoured into approximately 500 milliliters of 1M HCL
9. 9
   기타The product precipitates as an off white granular solid
10. 10
    workup.DISSOLUTIONAbout 10 grams of the crude product is dissolved in dichloromethane
11. 11
    기타The product is obtained in pure form
12. 12
    세척by eluting the column
13. 13
    workup.ADDITIONwith a mixture of dichloromethane

실험 절차

A suspension of 15.2 grams (0.11 moles) anhydrous potassium carbonate in 370 milliliters of N2N'-dimethylacetamide is prepared in a 1 liter, 2-necked round bottom flask equipped with a reflux condensor and a nitrogen gas inlet. To the suspension is added 16.61 grams (0.05 moles) of 1,1-bis-(4-hydroxyphenyl)-1-phenyl-2,2,2-trifluoroethane) using a powder additional funnel against a counter current of nitrogen gas, as heat is gradually applied via a heating mantle. Next 18.26 milliliters (0.15 moles, 3 equivalents relative to the diphenol) of commercially obtained 4- fluoroacetophenone is added via a syringe to the heated solution. The solution is refluxed and stirred for 48 hours, at which time no diphenol is evident by thin layer chromatography (elution with 2:1 hexanes:ethyl acetate). The quantity of solvent is reduced to approximately 200 milliliters by distillation, whereupon the solution is cooled, and poured into approximately 500 milliliters of 1M HCL. The product precipitates as an off white granular solid. About 10 grams of the crude product is dissolved in dichloromethane and loaded onto a chromatography column using TLC grade silica. The product is obtained in pure form by eluting the column with a mixture of dichloromethane:hexanes in a 4:1 ratio.

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