تفاعل #362814

معادلة التفاعل

aluminum trichloride

isobutyl benzene

HCl

2-bromoisobutyryl bromide

→

1

المردود 83.0%

(±)-2-Methyl-5-isobutyl-1-indanone

المردود 83.0%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر