Diethyl Ether → 1-(1-Methyl-3-phenoxypropyl)piperidine

HRID 464809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 464809
S(C1C=CC(C)=CC=1)(O[CH:5]([CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:6])(=O)=O.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.C(OCC)C.C(Cl)(Cl)Cl>CO>[CH3:6][CH:5]([N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)[CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 6212ChloroformHCID 8082PiperidineHCID 133267624-Phenoxy-2-butyl tosylate

Produkt 1

HCID 201358121-(1-Methyl-3-phenoxypropyl)piperidineAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In a sealed tube, 10 g of the 4-phenoxy-2-butyl tosylate was reacted with 11.2 g of piperidine in 60 ml of absolute methyl alcohol for one hour at 125° C. After the reaction solution was condensed under reduced pressure. 100 ml of diethyl ether was added into the solution and the solution was separated with 20% aqueous sodium hydroxide solution. After the ether layer was dried with anhydrous sodium sulfate, ether was removed under reduced pressure therefrom. The residue thus obtained was subjected to an alumina-column chromatography using chloroform as the solvent to give 5.46 g of 1-(1-methyl-3-phenoxypropyl)piperidine in a yield of 75%.

Aufarbeitung

  1. customcondensed under reduced pressure
  2. customthe solution was separated with 20% aqueous sodium hydroxide solution
  3. dry with materialAfter the ether layer was dried with anhydrous sodium sulfate, ether
  4. customwas removed under reduced pressure
  5. customThe residue thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-5fcc18ac3029427fbd0a24db0cd7705f
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04549023

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