반응 #1052609

반응 방정식

1-(3-chloropropionyl)indoline-6-diazonium tetrafluoroborate

→

title compound

수율 40.0%

1-(3-Chloropropionyl)-6-fluoroindoline

수율 40.0%

용매

heptane

반응 조건

후처리

1. 1
   온도the suspension was heated
2. 2
   온도under reflux for 1 hour
3. 3
   workup.ADDITIONthe reaction product was poured into ice
4. 4
   추출extracted with 50 ml of ethyl acetate
5. 5
   세척washed with 50 ml of water
6. 6
   건조after which it was dried over anhydrous magnesium sulfate
7. 7
   여과The mixture was filtered
8. 8
   기타the solvent was removed from the filtrate by distillation under reduced pressure
9. 9
   기타The resulting residue was purified by silica gel column chromatography
10. 10
    workup.ADDITIONby volume mixture of hexane and ethyl acetate as the eluent

실험 절차

320 mg of crude 1-(3-chloropropionyl)indoline-6-diazonium tetrafluoroborate [prepared as described in step (1) above] were suspended in 10 ml of heptane, and the suspension was heated under reflux for 1 hour. The resulting mixture was cooled to room temperature, and then the reaction product was poured into ice, extracted with 50 ml of ethyl acetate and washed with 50 ml of water, after which it was dried over anhydrous magnesium sulfate. The mixture was filtered, and the solvent was removed from the filtrate by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 70 mg (0.31 mmol) of the title compound (yield: 40% in two steps).

출처