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

HRID 1761868Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1761868
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-d94d974fd50549f19dafb663a42b72e0
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04829071

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