Trifluoromethanesulfonic acid → 5-(Trifluoromethoxy)-2,3-dihydro-1H-inden-1-one
Reaction equation
FC(F)(F)S(O)(=O)=O.[F:9][C:10]([F:24])([F:23])[O:11][C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][C:20]([OH:22])=O)[CH:15]=[CH:16][CH:17]=1>>[F:23][C:10]([F:9])([F:24])[O:11][C:12]1[CH:13]=[C:14]2[C:15](=[CH:16][CH:17]=1)[C:20](=[O:22])[CH2:19][CH2:18]2Participants
3
Procedure
About 37 ml of trifluoromethanesulfonic acid were added at about 5° C., with stirring, to 12.4 g of the product from step 1, and stirring was then carried out for 18 hours at room temperature. Crushed ice was then added, followed by extraction with diethyl ether. The combined organic phases were washed with saturated sodium hydrogen carbonate solution, water and saturated sodium chloride solution, and dried over magnesium sulfate, filtered and concentrated in vacuo at from 25 to 40° C. (yield 10.1 g).
Workup
- additionCrushed ice was then added
- extractionfollowed by extraction with diethyl ether