反応 #362814

反応方程式

aluminum trichloride

isobutyl benzene

HCl

2-bromoisobutyryl bromide

→

1

収率 83.0%

(±)-2-Methyl-5-isobutyl-1-indanone

収率 83.0%

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度the mixture was refluxed for 15 hours
2. 2
   workup.ADDITIONwere added
3. 3
   抽出the mixture was extracted 3 times with 50 ml of diethyl ether in each case
4. 4
   洗浄The combined organic phases were washed with 50 ml each of saturated aqueous NaHCO3 solution and NaCl solution
5. 5
   乾燥dried (MgSO4)
6. 6
   その他After removal of the solvent
7. 7
   その他on a rotary evaporator
8. 8
   その他the crude product was chromatographed on 100 g of silica gel (hexane/methylene chloride 1:1)

実験手順

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.

出典