Pentane → 3-(Phenyl(4-(trifluoromethyl)phenyl)methyl)piperidine

HRID 2382187Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2382187
[C:1]1([C:7]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[C:8]2[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H].CCCCC>CO.[Pd]>[C:1]1([CH:7]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:19]=2)[CH:8]2[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 3

HCID 8003PentaneHCID 687345843-(Phenyl(4-(trifluoromethyl)phenyl)methylene)piperidineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 687345103-(Phenyl(4-(trifluoromethyl)phenyl)methyl)piperidineAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 3-(phenyl(4-(trifluoromethyl)phenyl)methylene)piperidine (1.0 g, 3.15 mmol) in methanol (25 mL) was charged with Pd/C under nitrogen atmosphere and fitted with hydrogen balloon using stopcock and covered with Teflon. The reaction mixture was stirred under hydrogen atmosphere for 8 h. It was filtered through celite, the celite was washed with methanol, and the solvent was removed under reduced pressure to afford the crude product which was then crashed out of pentane to give pure 3-(phenyl(4-(trifluoromethyl)phenyl)-methyl)piperidine (1.0 g, 98% yield) as a grey oil. MS (ESI, pos. ion) m/z: 320 (M+1).

Aufarbeitung

  1. filtrationIt was filtered through celite
  2. washthe celite was washed with methanol
  3. customthe solvent was removed under reduced pressure
  4. customto afford the crude product which

Quellen und Nachweise

ORD-Eintrag
ord-711f1e37505e41bda5207720d6ccd7d1
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258306B2

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