Reaktion #2136267

ord-34ccbf566e1f4952891926fb7081264c

Reaktionsgleichung

CCCCCCCCCCCCCCCCNc1ccc(C(=O)[O-])cc1.[Na+]
sodium 4-(hexadecylamino)benzoate
CCO
ethanol
CCOC(=O)C(C)OS(=O)(=O)c1ccc(C)cc1
ethyl α-tosyloxypropionate
→
CCCCCCCCCCCCCCCCNc1ccc(C(=O)OC(C)C(=O)OCC)cc1
product
CCCCCCCCCCCCCCCCNc1ccc(C(=O)OC(C)C(=O)OCC)cc1
1-(ethoxycarbonyl)ethyl 4-(hexadecylamino)-benzoate

Edukte

CCCCCCCCCCCCCCCCNc1ccc(C(=O)[O-])cc1.[Na+]
sodium 4-(hexadecylamino)benzoate
CCO
ethanol
CCOC(=O)C(C)OS(=O)(=O)c1ccc(C)cc1
ethyl α-tosyloxypropionate

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONTo a warm mixture of 7 g
  2. 2
    TemperaturAfter 17 hours at reflux
  3. 3
    Filtrationthe resultant precipitate is filtered
  4. 4
    WaschenAfter washing with cold ethanol
  5. 5
    Sonstigedrying
  6. 6
    Sonstigethe product is crystallized from acetonitrile

Vorschrift

To a warm mixture of 7 g. (18.3 m moles) sodium 4-(hexadecylamino)benzoate in 100 ml. ethanol is added 4.7 g. (18.3 m moles) ethyl α-tosyloxypropionate. After 17 hours at reflux, the cooled solution is diluted with an equal volume of water and the resultant precipitate is filtered. After washing with cold ethanol and drying, the product is crystallized from acetonitrile to yield the product as colorless crystals.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04196208uspto-grants-1980_04