Reaktion #216691

ord-727d90758f5b439798d9429b7630698f

Reaktionsgleichung

OCCC1CCNCC1
4-piperdine ethanol
O=C([O-])O.[Na+]
sodium hydrogencarbonate
O=C(Cl)OCc1ccccc1
benzyloxycarbonyl chloride
O=C(OCc1ccccc1)N1CCC(CCO)CC1
captioned compound
Ausbeute 65.0%
O=C(OCc1ccccc1)N1CCC(CCO)CC1
1-Benzyloxycarbonyl-4-(2-hydroxyethyl)piperidine
Ausbeute 65.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas gradually dropped under ice-
  2. 2
    Temperaturcooling conditions
  3. 3
    ExtraktionThe reaction solution was extracted with chloroform
  4. 4
    Trocknendried with anhydrous magnesium sulfate
  5. 5
    FiltrationThe sulfate was filtered off
  6. 6
    workup.DISTILLATIONthe solvent was distilled off

Vorschrift

50 g of 4-piperdine ethanol and 49.2 g of sodium hydrogencarbonate were dissolved in 480 ml of water, in which 55.2 ml of benzyloxycarbonyl chloride was gradually dropped under ice-cooling conditions, followed by agitation for 1 hour as it is. The reaction solution was extracted with chloroform and dried with anhydrous magnesium sulfate. The sulfate was filtered off and the solvent was distilled off, after which the resultant residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:hexane=30:70) to obtain 66.0 g of the captioned compound (yield:65%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05468740uspto-grants-1995_11