반응 #362814

반응 방정식

aluminum trichloride

isobutyl benzene

HCl

2-bromoisobutyryl bromide

→

1

수율 83.0%

(±)-2-Methyl-5-isobutyl-1-indanone

수율 83.0%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 15 hours
2. 2
   workup.ADDITIONwere added
3. 3
   추출the mixture was extracted 3 times with 50 ml of diethyl ether in each case
4. 4
   세척The combined organic phases were washed with 50 ml each of saturated aqueous NaHCO3 solution and NaCl solution
5. 5
   건조dried (MgSO4)
6. 6
   기타After removal of the solvent
7. 7
   기타on a rotary evaporator
8. 8
   기타the crude product was chromatographed on 100 g of silica gel (hexane/methylene chloride 1:1)

실험 절차

17.3 g (125 mmol) of aluminum trichloride were added with ice cooling to a solution of 6.7 g (50 mmol) of isobutyl benzene in 30 ml of methylene chloride. 11.9 g (52 mmol) of 2-bromoisobutyryl bromide were subsequently added rapidly, and the mixture was refluxed for 15 hours. The reaction mixture was poured into 100 ml of ice water, 25 ml of conc. aqueous HCl were added, and the mixture was extracted 3 times with 50 ml of diethyl ether in each case. The combined organic phases were washed with 50 ml each of saturated aqueous NaHCO3 solution and NaCl solution and dried (MgSO4). After removal of the solvent on a rotary evaporator, the crude product was chromatographed on 100 g of silica gel (hexane/methylene chloride 1:1), giving 8.4 g (83%) of 1 as a colorless oil.

출처