تفاعل #443154

معادلة التفاعل

( 4 )

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

phosphorous pentachloride

→

title compound

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

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring for a further 1 hour
2. 2
   تركيزthe reaction mixture was concentrated
3. 3
   workup.ADDITIONdichloromethane was added to the residue
4. 4
   أخرىDichloromethane 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
   درجة الحرارةgently heated
8. 8
   درجة الحرارةunder reflux for 15 hours
9. 9
   workup.ADDITIONThe reaction product was poured into ice-cold water
10. 10
    استخلاصextracted with chloroform
11. 11
    غسيلwashed with saturated brine
12. 12
    تجفيفdried over anhydrous sodium sulfate
13. 13
    أخرىThe solvent was evaporated
14. 14
    أخرىto obtain fractions
15. 15
    workup.ADDITIONcontaining the target compound
16. 16
    تركيزThe fractions were concentrated

الإجراء التجريبي

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.

المصدر