4-(2,5-Difiuorobenzyl)pyridine → 4-[(2,5-Difluorophenyl)methyl]piperidine

HRID 273734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273734
[F:1][C:2]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:3]=1[CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1>C(O)(=O)C.[Pt]=O>[F:1][C:2]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:3]=1[CH2:4][CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1

Komponenten

4

Edukt 1

HCID 200942684-(2,5-Difiuorobenzyl)pyridine

Produkt 1

HCID 233550784-[(2,5-Difluorophenyl)methyl]piperidineAusbeute 72,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of platinum oxide (0.5 g) and 4-(2,5-difluorobenzyl)pyridine from above in acetic acid (100 ml) was hydrogenated for 3 hr. The catalyst was removed and the solution concentrated in vacuo. The residue was dissolved in water and the solution basified with sodium hydroxide. The basic mixture was extracted with ether and the extracts concentrated in vacuo. The crude oil was vacuum distilled to give the product (5.1 g, 72.9%, bp: 110° C.). A sample of the hydrochloride was prepared in ether (mp: 182°-183° C.). Calc'd. for C12H15F2N.HCl: C, 58.19%; H, 6.52%; N, 5.66%. Found: C, 58.14%; H, 6.56%; N, 5.59%.

Aufarbeitung

  1. customThe catalyst was removed
  2. concentrationthe solution concentrated in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionThe basic mixture was extracted with ether
  5. concentrationthe extracts concentrated in vacuo
  6. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-3e59270ad6cb427cbe872ae0bed39c5c
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387593

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