Calcium Carbonate → 6-amino-7-iodo-2,3-dihydro-1H-inden-1-one

HRID 340671Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 340671
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Ca+2].[I:17]Cl.S([O-])([O-])(=O)=S.[Na+].[Na+]>CO.O>[NH2:1][C:2]1[C:10]([I:17])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 10112Calcium CarbonateHCID 24477Sodium ThiosulfateHCID 24640Iodine chlorideHCID 3128956-amino-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 577812296-amino-7-iodo-2,3-dihydro-1H-inden-1-oneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

6-Amino-1-indanone (5.00 g, 34.0 mmol) was dissolved in a mixed solvent of methanol (200 mL) and water (50 mL), calcium carbonate (6.81 g, 68.0 mmol) and iodine(I) chloride (2.22 mL, 44.2 mmol) were added, and the mixture was stirred at room temperature for 2 hr. To the reaction solution was added saturated aqueous sodium thiosulfate solution, and the organic solvent was evaporated under reduced pressure. To the mixture was added saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted with ethyl acetate and washed with saturated brine. The solvent was evaporated under reduced pressure. The residue was washed with methanol and ethyl acetate to give the title compound (7.95 g, yield 86%).

Aufarbeitung

  1. additionwere added
  2. customthe organic solvent was evaporated under reduced pressure
  3. additionTo the mixture was added saturated aqueous sodium hydrogencarbonate solution
  4. extractionThe mixture was extracted with ethyl acetate
  5. washwashed with saturated brine
  6. customThe solvent was evaporated under reduced pressure
  7. washThe residue was washed with methanol and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b977edab66ca4969905b2ad644c06d5f
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895591B2

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