반응 #1469683

반응 방정식

aluminum chloride

n-octylbenzene

phenylglyoxal

→

4'-n-octylbenzoin

용매

carbon disulfide

carbon disulfide

반응 조건

후처리

1. 1
   workup.STIRRINGThe yellow to orange reaction mixture is stirred for a further 15 hours
2. 2
   온도without being cooled
3. 3
   workup.STIRRINGthe mixture is stirred thoroughly
4. 4
   기타The phases are separated
5. 5
   추출the organic phase is extracted
6. 6
   workup.STIRRINGby shaking with 300 ml of water
7. 7
   추출the aqueous phases are extracted with 300 ml of methylene chloride
8. 8
   건조the combined organic phases are dried over sodium sulfate
9. 9
   여과The solution is filtered
10. 10
    workup.DISTILLATIONthe solvent is distilled off
11. 11
    기타to give 75.0 g (=77% of theory) of crude product which
12. 12
    기타Recrystallization from methanol

실험 절차

57.0 g (0.30 mole) of n-octylbenzene are dissolved in 800 ml of carbon disulfide, the solution is cooled to 0° C., 66.5 g (0.50 mole) of aluminum chloride are added, and a solution of 40.0 g (0.30 mole) of phenylglyoxal and 50 ml of carbon disulfide are added dropwise at from 5° to 10° C., while stirring vigorously. The yellow to orange reaction mixture is stirred for a further 15 hours without being cooled, after which it is poured carefully onto 1 l of semiconcentrated ice-cold hydrochloric acid, and the mixture is stirred thoroughly. The phases are separated, the organic phase is extracted by shaking with 300 ml of water, the aqueous phases are extracted with 300 ml of methylene chloride, and the combined organic phases are dried over sodium sulfate. The solution is filtered and the solvent is distilled off to give 75.0 g (=77% of theory) of crude product which has a melting range of 85°-89° C. and is 95% pure according to gas chromatography. Recrystallization from methanol gives analytically pure 4'-n-octylbenzoin.

출처