반응 #95275

반응 방정식

acetylene

aluminum chloride

hexanoyl chloride

→

1-chloro-trans-1-octen-3-one

용매

carbon tetrachloride

반응 조건

후처리

1. 1
   workup.ADDITIONis added over 20 minutes 201.9 g
2. 2
   workup.ADDITIONAfter the addition
3. 3
   기타acetylene is bubbled into the mixture as rapidly as it
4. 4
   기타is absorbed and for 1 hour
5. 5
   기타after absorption
6. 6
   workup.ADDITIONThe mixture is poured onto 1700 g
7. 7
   기타The organic phase is separated
8. 8
   세척the aqueous phase is washed with ether
9. 9
   세척The combined organic phase and washings are washed with saturated brine
10. 10
    건조dried (Na2SO4)
11. 11
    기타evaporated
12. 12
    workup.DISTILLATIONof hydroquinone and distilled
13. 13
    기타to yield a colorless oil, b.p. 51°-52° C. (0.10 torr)

실험 절차

To a slurry of 233.5 g. (1.75 moles) of aluminum chloride in 390 ml. of carbon tetrachloride, saturated with acetylene and cooled in an ice bath, is added over 20 minutes 201.9 g. (1.50 moles) of hexanoyl chloride. After the addition is complete, acetylene is bubbled into the mixture as rapidly as it is absorbed and for 1 hour after absorption becomes slow. The mixture is poured onto 1700 g. of ice and 720 ml. of saturated brine. The organic phase is separated and the aqueous phase is washed with ether. The combined organic phase and washings are washed with saturated brine, dried (Na2SO4) and evaporated. The residual oil is combined with 10 g. of hydroquinone and distilled to yield a colorless oil, b.p. 51°-52° C. (0.10 torr).

출처