(Pyridin-4-yl)[3-(trifluoromethyl)phenyl]methanone → ALPHA-[3-(TRIFLUOROMETHYL)PHENYL]-4-PIPERIDINEMETHANOL

HRID 2397469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2397469
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[C:6]([C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)=[O:7].[H][H]>CO.Cl.[Pt]=O>[OH:7][CH:6]([CH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)[C:5]1[CH:14]=[CH:15][CH:16]=[C:3]([C:2]([F:1])([F:17])[F:18])[CH:4]=1

Komponenten

6

Edukt 2

HCID 21438388(Pyridin-4-yl)[3-(trifluoromethyl)phenyl]methanoneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 11392289ALPHA-[3-(TRIFLUOROMETHYL)PHENYL]-4-PIPERIDINEMETHANOL

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)KatalysatorHCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 25.1 g (0.1 mole) of 4-(m-trifluoromethylbenzoyl)pyridine in 150 ml methanol and 10 ml concentrated hydrochloric acid was shaken with one gram of platinum oxide at an initial pressure of fifty psi of hydrogen. The hydrogen uptake was complete in ten hours. The catalyst was filtered off. After removal of the methanol under reduced pressure, the residue was dissolved in water and made basic with sodium hydroxide. Extraction with benzene and concentration of the benzene solution gave crude 4-(alpha-hydroxy-m-trifluoromethylbenzyl)piperidine. Yield 20.2 grams.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customAfter removal of the methanol under reduced pressure
  3. dissolutionthe residue was dissolved in water
  4. extractionExtraction with benzene and concentration of the benzene solution

Quellen und Nachweise

ORD-Eintrag
ord-3d4de6eb1dd9463faaabceb87b8da30f
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04021564

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