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Hydrochloric Acid → 2-Hydroxyimino-N-indan-5-yl-acetamide

HRID 31358
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 31358
Cl.Cl.[NH2:3][OH:4].[NH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH2:10][CH2:9]2.Cl[C:16](Cl)(Cl)[CH:17]([OH:19])O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O>[CH2:11]1[C:12]2[C:8](=[CH:7][C:6]([NH:5][C:17](=[O:19])[CH:16]=[N:3][OH:4])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 90496Indan-5-amineHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 722820052-Hydroxyimino-N-indan-5-yl-acetamideAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 962WaterLösungsmittel3×

Versuchsvorschrift

This compound is prepared according to the process described in Organic Syntheses, 1925, V, 71-74. A solution of 16.5 ml of concentrated HCl in 120 ml of water and a solution of 41.5 g of hydroxylamine hydrochloride in 70 ml of water are added to a mixture of 25 g of 5-aminoindane, 35 g of chloral hydrate and 22 g of Na2SO4 in 600 ml of water, and the mixture is then refluxed for 30 minutes. After cooling the reaction mixture to RT, it is extracted with EtOAc, the organic phase is dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is taken up in a pentane/iso ether mixture and the precipitate formed is spin-filtered off. 23 g of the expected product are obtained.

Aufarbeitung

  1. customThis compound is prepared
  2. temperaturethe mixture is then refluxed for 30 minutes
  3. extractionit is extracted with EtOAc
  4. dry with materialthe organic phase is dried over Na2SO4
  5. customthe solvent is evaporated off under vacuum
  6. customthe precipitate formed
  7. filtrationis spin-filtered off

Quellen und Nachweise

ORD-Eintrag
ord-2870f34e8b1c47c59fdc29725e9d888c
Quelldatensatz
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07425566B2

Notizen zur Reaktion

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