Acetic Anhydride → 5,6-Diacetoxy-2-acetylindoline

HRID 704461Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 704461
Br.[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[OH:12])[CH2:8][NH:7][CH2:6]2.C(O[C:17](=[O:19])[CH3:18])(=O)C>N1C=CC=CC=1>[C:3]([O:12][C:11]1[CH:10]=[C:9]2[C:8](=[CH:4][C:3]=1[O:2][C:11](=[O:12])[CH3:10])[NH:7][CH:6]([C:17](=[O:19])[CH3:18])[CH2:5]2)(=[O:2])[CH3:4]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 200743492,3-dihydro-1H-isoindole-5,6-diol hydrobromide

Produkt 1

HCID 200743545,6-Diacetoxy-2-acetylindolineAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

500 mg (2.15 mmol) of 5,6-dihydroxyisoindoline hydrobromide was dissolved in 2.5 ml of pyridine, and 2.5 ml of acetic anhydride was added thereto at room temperature. The mixture was stirred at the same temperature for 30 minutes, and then excess pyridine and acetic anhydride were distilled off under reduced pressure. Ethyl acetate was added to the residue, and insoluble matters were filtered off. The filtrate was concentrated under reduced pressure, and the crystalline residue was washed with ethyl ether to obtain 532 mg (yield: 89.0%) of the above identified compound.

Aufarbeitung

  1. customat room temperature
  2. distillationexcess pyridine and acetic anhydride were distilled off under reduced pressure
  3. additionEthyl acetate was added to the residue, and insoluble matters
  4. filtrationwere filtered off
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. washthe crystalline residue was washed with ethyl ether
  7. customto obtain 532 mg (yield: 89.0%) of the

Quellen und Nachweise

ORD-Eintrag
ord-1ad1245ddf7144329cf86870edd6fbe9
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04987235

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