Reaktion #1605808

ord-2d5d67bb480c4fef962afd9b4585a3a6

Reaktionsgleichung

OC1CCNCC1
4-Hydroxypiperidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCCOc1ccccc1
(2-bromoethoxy)benzene
OC1CCN(CCOc2ccccc2)CC1
1-(2-phenoxyethyl)piperidin-4-ol
Ausbeute 76.6%

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe reaction solution was extracted with ethyl acetate
  2. 2
    Waschenthe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Einengenconcentrated under reduced pressure
  5. 5
    SonstigeThe residue was purified by flash column chromatography

Vorschrift

4-Hydroxypiperidine (5.06 g, 50 mmol) was dissolved in N,N-dimethylformamide (200 mL), potassium carbonate (13.8 g, 100 mmol) and (2-bromoethoxy)benzene (12.9 g, 60 mmol) were added thereto, and the mixture was stirred at 70° C. for 18 hours. The reaction solution was extracted with ethyl acetate and the organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 1-(2-phenoxyethyl)piperidin-4-ol (8.48 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09072734B2uspto-grants-2015_07