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Hydrazine → 3-(4-(4-Fluorophenyl)piperidin-1-yl)propan-1-amine

HRID 277761
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 277761
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16]C3C=CC=C4C(NC(=O)C=34)=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:28]N>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][NH2:28])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 227294733-[4-(4-Fluorophenyl)piperidin-1-yl]propylphthalimide

Produkt 1

HCID 101985993-(4-(4-Fluorophenyl)piperidin-1-yl)propan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 3-[4-(4-fluorophenyl)piperidin-1-yl]propylphthalimide (4.5 g, 12.3 mmol) in methanol (200 mL) was added 4 ml of hydrazine and the mixture was refluxed for 8 h. It was cooled, and the white solid was filtered and washed with methanol (20 mL). Solvent was evaporated, and the residue was dried under vacuum for 4 h. Chloroform (50 mL) was added to this material, it was stirred for 1 h and filtered. The white solid was washed with more chloroform (20 mL), and the solvent was evaporated from the combined filtrates to leave the crude product as an oil. It was purified by column chromatography on silica gel using dichloromethane/methanol/2 M ammonia in methanol (10/3/1) as the eluent.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 8 h
  2. temperatureIt was cooled
  3. filtrationthe white solid was filtered
  4. washwashed with methanol (20 mL)
  5. customSolvent was evaporated
  6. customthe residue was dried under vacuum for 4 h
  7. additionChloroform (50 mL) was added to this material, it
  8. filtrationfiltered
  9. washThe white solid was washed with more chloroform (20 mL)
  10. customthe solvent was evaporated from the combined filtrates

Quellen und Nachweise

ORD-Eintrag
ord-3d0c817cd115441c9353c02fbe891877
Quelldatensatz
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06358959B1

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