반응 #443154

반응 방정식

( 4 )

4-(2-Acetylamino-4,5-difluorophenyl)butanoic acid

phosphorous pentachloride

→

title compound

5-Acetylamino-7,8-difluoro-1-tetralone

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGAfter stirring for a further 1 hour
2. 2
   농축the reaction mixture was concentrated
3. 3
   workup.ADDITIONdichloromethane was added to the residue
4. 4
   기타Dichloromethane was evaporated again
5. 5
   workup.ADDITION500 ml of 1,2-dichloroethane and 9.88 gm of anhydrous aluminum chloride were added to the residue
6. 6
   workup.STIRRINGThe mixture was stirred for 1 hour at 70° C.
7. 7
   온도gently heated
8. 8
   온도under reflux for 15 hours
9. 9
   workup.ADDITIONThe reaction product was poured into ice-cold water
10. 10
    추출extracted with chloroform
11. 11
    세척washed with saturated brine
12. 12
    건조dried over anhydrous sodium sulfate
13. 13
    기타The solvent was evaporated
14. 14
    기타to obtain fractions
15. 15
    workup.ADDITIONcontaining the target compound
16. 16
    농축The fractions were concentrated

실험 절차

The compound obtained in (4) above (9.07 gm) was dissolved into 450 ml of dichloromethane. To the mixture was added 7.71 gm of phosphorous pentachloride while stirring at room temperature. After stirring for a further 1 hour, the reaction mixture was concentrated and dichloromethane was added to the residue. Dichloromethane was evaporated again and 500 ml of 1,2-dichloroethane and 9.88 gm of anhydrous aluminum chloride were added to the residue. The mixture was stirred for 1 hour at 70° C. and gently heated under reflux for 15 hours. The reaction product was poured into ice-cold water, extracted with chloroform, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was subjected to silica gel column chromatography using chloroform-methanol (50:1) as an eluant to obtain fractions containing the target compound. The fractions were concentrated to obtain 2.31 gm of the title compound.

출처