반응 #1358

반응 방정식

carbon disulfide

3-(2-bromophenyl)-2-1-butylpropionic acid chloride

aluminum chloride

carbon disulfide

→

4-bromo-2-i-butyl-1-indanone

반응 조건

후처리

1. 1
   기타A 500-ml four-necked round flask equipped with a stirrer
2. 2
   workup.ADDITIONTo the mixture was added dropwise a solution
3. 3
   온도while cooling with ice bath
4. 4
   workup.ADDITIONAfter the addition
5. 5
   기타was elevated to room temperature
6. 6
   기타Then, the reaction mixture was quenched
7. 7
   workup.ADDITIONby pouring onto 200 ml of ice water, which
8. 8
   추출was then extracted with 100 ml of ether three times
9. 9
   세척The combined organic phase was washed with 100 ml of a saturated aqueous solution of sodium bicarbonate
10. 10
    건조by dried over anhydrous Na2SO4
11. 11
    기타The solvent was evaporated under reduced pressure
12. 12
    기타to give 37.4 g of the
13. 13
    기타desired produce as an orange liquid

실험 절차

A 500-ml four-necked round flask equipped with a stirrer, a Dimroth condenser, a dropping funnel, a thermometer and a NaOH trap was charged with 20.33 g (152.5 mmol) of anhydrous aluminum chloride and 70 ml of carbon disulfide. To the mixture was added dropwise a solution containing 40.2 g (132.6 mmol) of the above-obtained 3-(2-bromophenyl)-2-1-butylpropionic acid chloride dissolved in 50 ml of carbon disulfide under a nitrogen atmosphere while cooling with ice bath. After the addition was completed, the temperature in the flask was elevated to room temperature, and the mixture was stirred for 1 hour. Then, the reaction mixture was quenched by pouring onto 200 ml of ice water, which was then extracted with 100 ml of ether three times. The combined organic phase was washed with 100 ml of a saturated aqueous solution of sodium bicarbonate, and then 100 ml of a saturated NaCl aq., followed by dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give 37.4 g of the desired produce as an orange liquid. This ketone was used in the next reaction without further purification.

출처