Reaktion #463287

ord-936b247750754cecb261202c8f1c2d6c

Reaktionsgleichung

O=C(Cl)OCc1ccccc1
chloroformic acid benzyl ester
NCCCCCCO
6-aminohexan-1-ol
O=C([O-])O.[Na+]
sodium hydrogen carbonate
O=C(NCCCCCCO)OCc1ccccc1
6-(N-benzyloxycarbonylamino)hexan-1-ol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated to approximately 70 ml
  2. 2
    Filtrationthe white precipitate is filtered off
  3. 3
    Waschenwashed with approximately 20 ml of water
  4. 4
    Trocknendried over magnesium sulfate
  5. 5
    Filtrationthe magnesium sulfate is filtered off
  6. 6
    Einengenthe residue is concentrated to dryness by evaporation

Vorschrift

7.06 ml (47 mmol) of chloroformic acid benzyl ester are added dropwise to a solution of 5.52 g (47 mmol) of 6-aminohexan-1-ol and 3.95 g (47 mmol) of sodium hydrogen carbonate in 100 ml of acetone and 50 ml of water. The mixture is stirred at room temperature for 18 hours and concentrated to approximately 70 ml, and the white precipitate is filtered off, washed with approximately 20 ml of water, taken up in 250 ml of methylene chloride and dried over magnesium sulfate; the magnesium sulfate is filtered off and the residue is concentrated to dryness by evaporation. 6-(N-benzyloxycarbonylamino)hexan-1-ol is obtained in the form of white crystals having a melting point of 58°-60°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05488140uspto-grants-1996_01