反应 #362814

反应方程式

aluminum trichloride

isobutyl benzene

HCl

2-bromoisobutyryl bromide

→

1

收率 83.0%

(±)-2-Methyl-5-isobutyl-1-indanone

收率 83.0%

溶剂

methylene chloride

反应条件

后处理

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

实验过程

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.

来源