반응 #648596

반응 방정식

cyclopropylmagnesium bromide

5-fluoro-1-indanone

diethyl ether

→

title compound

1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-ol

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONThe reaction mixture was added to a saturated, ice-cold aqueous ammonium chloride solution
2. 2
   기타the phases were separated
3. 3
   추출the aqueous phase was extracted with dichloromethane
4. 4
   건조the combined organic phases were dried over magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate gradient)

실험 절차

2.00 g (13.3 mmol) of 5-fluoro-1-indanone were introduced into 50 ml of diethyl ether at RT, 40 ml (20.0 mmol) of a 0.5N solution of cyclopropylmagnesium bromide in tetrahydrofuran were added, and the mixture was stirred at RT overnight. The reaction mixture was added to a saturated, ice-cold aqueous ammonium chloride solution, the phases were separated, the aqueous phase was extracted with dichloromethane, and the combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate gradient) to result in 2.22 g (87% of theory) of the title compound which were reacted without further purification.

출처