Pyridine, 4-[(3-methoxyphenyl)methyl]- → 4-[(3-Methoxyphenyl)methyl]piperidine

HRID 273732Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273732
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1>C(O)(=O)C.[Pt]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1

Komponenten

4

Edukt 1

HCID 607965Pyridine, 4-[(3-methoxyphenyl)methyl]-

Produkt 1

HCID 170394894-[(3-Methoxyphenyl)methyl]piperidineAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 4-(3-methoxybenzyl)pyridine (25 g, 126 mmole) and platinum oxide (2.4 g) in acetic acid (250 ml) was hydrogenated for 2 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. The extracts were dried and concentrated in vacuo. The residue was vacuum distilled to give 4-(3-methoxy-benzyl)piperidine as an oil (22.6 g, 87.6% ). A sample of the hydrochloride was prepared in ether (mp: 146°-147° C.). Calc'd. for C13H19NO.HCl: C, 64.59%; H, 8.34%; N, 5.80%. Found: C, 64.38%; H, 8.34%; N, 5.66%.

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. customThe extracts were dried
  6. concentrationconcentrated in vacuo
  7. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-8331d80fce9f4988ae988e673181647f
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387593

Notizen zur Reaktion

Wird geladen…