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Piperidine → 5-(Piperidin-1-yl)-2,3-dihydro-1H-inden-1-one

HRID 451603
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 451603
F[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>N1C=CC=CC=1>[N:12]1([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:11])[CH2:6][CH2:5]3)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 8082PiperidineHCID 1365375-Fluoro-1-indanone

Produkt 1

HCID 222283835-(Piperidin-1-yl)-2,3-dihydro-1H-inden-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

5-Fluoroindan-1-one (5 g, 33.3 mmol) and piperidine (8.52 g, 100 mmol, 10 ml) were dissolved in pyridine (20 ml) and heated to reflux for 3 hours. The reaction mixture was cooled, the solvent removed under vacuum, and the residue taken in diethyl ether. The ether solution was washed with 1N aqueous sodium hydroxide and with water, dried with magnesium sulfate, filtered, and the filtrate was removed under vacuum to provide the title compound which was used without further purification. 1H NMR (CDCl3) δ 1.67 (m, 6H), 2.63 (m, 2H), 3.02 (m, 2H), 3.40 (m, 4H), 6.78 (d, 1H), 6.86 (dd, 1H), 7.62 (d, 1H); MS (DCI) 216 (M+H)+.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent removed under vacuum
  5. washThe ether solution was washed with 1N aqueous sodium hydroxide and with water
  6. dry with materialdried with magnesium sulfate
  7. filtrationfiltered
  8. customthe filtrate was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-14f875f379ad477a844642ba64fddcc9
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08487116B2

Notizen zur Reaktion

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