Acetic Anhydride → N-(2,3-Dihydro-1H-inden-2-yl)formamide

HRID 1084902Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1084902
C(O[C:5](=[O:7])C)(=O)C.Cl.[NH2:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1.C([O-])(=O)C.[Na+]>C(O)=O>[CH:5]([NH:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1)=[O:7]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 1227642-Aminoindan hydrochlorideHCID 517045Sodium Acetate

Produkt 1

HCID 14835235N-(2,3-Dihydro-1H-inden-2-yl)formamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

Acetic anhydride (40 ml) and formic acid (20 ml) were mixed and heated at 50° for 15 minutes with stirring. 2-Aminoindane hydrochloride (25 g) (see J. Med. Chem., 1980, 23, page 745) and sodium acetate (20 g) were added to this mixture which was then stirred at room temperature for 24 hours. The reaction mixture was poured into ice/water and extracted three times with methylene chloride. The combined organic layers were washed with water and aqueous sodium carbonate, dried (MgSO4) and evaporated in vacuo to give the title compound, yield 17.6 g, m.p. 72°-74°.

Aufarbeitung

  1. temperatureheated at 50° for 15 minutes
  2. stirringwas then stirred at room temperature for 24 hours
  3. extractionextracted three times with methylene chloride
  4. washThe combined organic layers were washed with water and aqueous sodium carbonate
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e90e242d69414ee3bd7a81d6653811ee
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05006561

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