반응 #83143

반응 방정식

Na2CO3

phthalic anhydride

aluminum chloride

isopropylbenzene

→

2-(4'-Isopropyl benzoyl)benzoic acid

용매

carbon disulfide

반응 조건

후처리

1. 1
   온도was refluxed for 7 h in a water bath
2. 2
   기타The carbon sulfide was then removed by distillation
3. 3
   workup.ADDITIONA dilute HCl solution (100 mL, 1.2N) was then added slowly to the remaining residue
4. 4
   기타The aqueous phase was decanted
5. 5
   기타to yield a sticky solid
6. 6
   기타resulted in considerable foaming
7. 7
   온도The solution was heated
8. 8
   여과the resultant solution was filtered
9. 9
   기타to remove the undissolved material
10. 10
    기타to give an oily layer which
11. 11
    추출was extracted with diethylether
12. 12
    건조The diethylether layer was dried with MgSO4
13. 13
    여과filtered
14. 14
    기타the diethylether was removed by rotary evaporation
15. 15
    기타to yield a cream-colored solid
16. 16
    기타The product was recrystallized from a 33/66 (v/v) mixture of toluene and pentane (17 g, 64%) mp 126°-127° C.

실험 절차

A mixture of 16 g (0.11 mol) phthalic anhydride, 30 g (0.22 mol) aluminum chloride and 12 g (0.10 mol) isopropylbenzene in 120 mL carbon disulfide was refluxed for 7 h in a water bath. The carbon sulfide was then removed by distillation. A dilute HCl solution (100 mL, 1.2N) was then added slowly to the remaining residue. The aqueous phase was decanted to yield a sticky solid. Na2CO3 aqueous solution (500 mL, 15%) was added slowly to the residue which resulted in considerable foaming. The solution was heated and the resultant solution was filtered to remove the undissolved material. The filtrate was acidified with conc. HCl to give an oily layer which was extracted with diethylether. The diethylether layer was dried with MgSO4, filtered and then the diethylether was removed by rotary evaporation to yield a cream-colored solid. The product was recrystallized from a 33/66 (v/v) mixture of toluene and pentane (17 g, 64%) mp 126°-127° C.

출처