반응 #2028866

반응 방정식

HCl

Ethyl trifluoroacetate

sodium methoxide

4′-chloroacetophenone

→

yellow-orange solid

수율 93.3%

4,4,4-trifluoro-1-[4-(chloro)phenyl]-butane-1,3-dione

수율 93.3%

용매

methyl tert-butyl ether

methyl tert-butyl ether

반응 조건

후처리

1. 1
   workup.ADDITIONadded to the reaction dropwise over 5 minutes
2. 2
   workup.ADDITIONwas added
3. 3
   기타The organic layer was collected
4. 4
   세척washed with brine (75 mL)
5. 5
   건조dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo

실험 절차

Ethyl trifluoroacetate (23.52 g, 166 mmol) was placed in a 500 mL three-necked round bottom flask, and dissolved in methyl tert-butyl ether (75 mL). To the stirred solution was added 25% sodium methoxide (40 mL, 177 mmol) via an addition funnel over a 2 minute period. Next 4′-chloroacetophenone (23.21 g, 150 mmol) was dissolved in methyl tert-butyl ether (20 mL), and added to the reaction dropwise over 5 minutes. After stirring overnight (15.75 hours), 3N HCl (70 mL) was added. The organic layer was collected, washed with brine (75 mL), dried over MgSO4, filtered, and concentrated in vacuo to give a 35.09 g of yellow-orange solid. The solid was recrystallized from iso-octane to give 31.96 g (85%) of the dione: mp66°-67° C.

출처